JP2018052985A5 - - Google Patents
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- JP2018052985A5 JP2018052985A5 JP2018001740A JP2018001740A JP2018052985A5 JP 2018052985 A5 JP2018052985 A5 JP 2018052985A5 JP 2018001740 A JP2018001740 A JP 2018001740A JP 2018001740 A JP2018001740 A JP 2018001740A JP 2018052985 A5 JP2018052985 A5 JP 2018052985A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- reaction conditions
- conditions comprise
- reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
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- 150000001875 compounds Chemical class 0.000 claims description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 8
- 239000012074 organic phase Substances 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims 20
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 2
- 239000011736 potassium bicarbonate Substances 0.000 claims 2
- 229910000028 potassium bicarbonate Inorganic materials 0.000 claims 2
- 235000015497 potassium bicarbonate Nutrition 0.000 claims 2
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 238000005406 washing Methods 0.000 claims 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000000908 ammonium hydroxide Substances 0.000 claims 1
- 239000012141 concentrate Substances 0.000 claims 1
- 229940111685 dibasic potassium phosphate Drugs 0.000 claims 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- BEXBCJDNMFRAGD-UWVGGRQHSA-N CC(C)[C@@H](C(N1[C@@H](C)CCC1)=O)NC(OC)=O Chemical compound CC(C)[C@@H](C(N1[C@@H](C)CCC1)=O)NC(OC)=O BEXBCJDNMFRAGD-UWVGGRQHSA-N 0.000 description 2
- QKCHZKBNZMJQJI-ZETCQYMHSA-N C[C@@H](CCC1)N1C(CNC(OC)=O)=O Chemical compound C[C@@H](CCC1)N1C(CNC(OC)=O)=O QKCHZKBNZMJQJI-ZETCQYMHSA-N 0.000 description 2
- AUNYEDWJCMEOBQ-IUXPMGMMSA-N N/C=C(/c1ccc2-c(cc(ccc3c4[nH]cn3)c4c3)c3OCc2c1)\N Chemical compound N/C=C(/c1ccc2-c(cc(ccc3c4[nH]cn3)c4c3)c3OCc2c1)\N AUNYEDWJCMEOBQ-IUXPMGMMSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- TXPNLCSGDSXNQP-WUBFSWBHSA-N COC[C@@H](C[C@H]1c2ncc(-c(cc3COc4c5)ccc3-c4cc(cc3)c5c4c3nc[nH]4)[nH]2)CN1C([C@@H](c1ccccc1)NC(OC)=O)=O Chemical compound COC[C@@H](C[C@H]1c2ncc(-c(cc3COc4c5)ccc3-c4cc(cc3)c5c4c3nc[nH]4)[nH]2)CN1C([C@@H](c1ccccc1)NC(OC)=O)=O TXPNLCSGDSXNQP-WUBFSWBHSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2019137834A JP6954959B2 (ja) | 2014-06-11 | 2019-07-26 | 抗ウイルス化合物を調製するためのプロセス |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462010813P | 2014-06-11 | 2014-06-11 | |
| US62/010,813 | 2014-06-11 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016572416A Division JP6295348B2 (ja) | 2014-06-11 | 2015-06-08 | 抗ウイルス化合物を調製するためのプロセス |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019137834A Division JP6954959B2 (ja) | 2014-06-11 | 2019-07-26 | 抗ウイルス化合物を調製するためのプロセス |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2018052985A JP2018052985A (ja) | 2018-04-05 |
| JP2018052985A5 true JP2018052985A5 (enExample) | 2018-07-19 |
Family
ID=53783899
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016572416A Active JP6295348B2 (ja) | 2014-06-11 | 2015-06-08 | 抗ウイルス化合物を調製するためのプロセス |
| JP2018001740A Withdrawn JP2018052985A (ja) | 2014-06-11 | 2018-01-10 | 抗ウイルス化合物を調製するためのプロセス |
| JP2019137834A Active JP6954959B2 (ja) | 2014-06-11 | 2019-07-26 | 抗ウイルス化合物を調製するためのプロセス |
| JP2021133343A Withdrawn JP2021178872A (ja) | 2014-06-11 | 2021-08-18 | 抗ウイルス化合物を調製するためのプロセス |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016572416A Active JP6295348B2 (ja) | 2014-06-11 | 2015-06-08 | 抗ウイルス化合物を調製するためのプロセス |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019137834A Active JP6954959B2 (ja) | 2014-06-11 | 2019-07-26 | 抗ウイルス化合物を調製するためのプロセス |
| JP2021133343A Withdrawn JP2021178872A (ja) | 2014-06-11 | 2021-08-18 | 抗ウイルス化合物を調製するためのプロセス |
Country Status (18)
| Country | Link |
|---|---|
| US (5) | US9670187B2 (enExample) |
| EP (1) | EP3154984B1 (enExample) |
| JP (4) | JP6295348B2 (enExample) |
| KR (2) | KR101908642B1 (enExample) |
| CN (1) | CN106488920A (enExample) |
| AR (1) | AR105050A1 (enExample) |
| AU (3) | AU2015274967B2 (enExample) |
| BR (1) | BR112016028773B1 (enExample) |
| CA (1) | CA2951138C (enExample) |
| EA (1) | EA201692219A1 (enExample) |
| ES (1) | ES2690868T3 (enExample) |
| IL (1) | IL248960A0 (enExample) |
| MX (1) | MX2016016297A (enExample) |
| NZ (1) | NZ726356A (enExample) |
| PT (1) | PT3154984T (enExample) |
| SG (1) | SG11201609828SA (enExample) |
| TW (2) | TWI679203B (enExample) |
| WO (1) | WO2015191437A1 (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP4032897B1 (en) | 2003-05-30 | 2025-01-29 | Gilead Pharmasset LLC | Modified fluorinated nucleoside analogues |
| TWI548629B (zh) | 2010-11-17 | 2016-09-11 | 吉李德製藥公司 | 抗病毒化合物 |
| PL2635588T3 (pl) | 2011-11-16 | 2015-10-30 | Gilead Pharmasset Llc | Skondensowane imidazoliloimidazole jako związki antywirusowe |
| EP3650014B1 (en) | 2013-08-27 | 2021-10-06 | Gilead Pharmasset LLC | Combination formulation of two antiviral compounds |
| TWI679203B (zh) * | 2014-06-11 | 2019-12-11 | 美商基利法瑪席特有限責任公司 | 製備抗病毒化合物之方法 |
| TWI721947B (zh) | 2014-06-11 | 2021-03-21 | 美商基利法瑪席特有限責任公司 | 抗病毒化合物的固態形式 |
| WO2016057931A1 (en) | 2014-10-10 | 2016-04-14 | The Research Foundation For The State University Of New York | Trifluoromethoxylation of arenes via intramolecular trifluoromethoxy group migration |
| WO2017060820A1 (en) * | 2015-10-08 | 2017-04-13 | Mylan Laboratories Limited | Process for the preparation of velpatasvir |
| US20190002480A1 (en) * | 2015-12-21 | 2019-01-03 | Merck Sharp & Dohme Corp. | Silane-Containing Heterocyclic Compounds and Methods of Use Thereof for the Treatment of Viral Diseases |
| CN105712969B (zh) * | 2016-01-27 | 2018-07-27 | 杭州科巢生物科技有限公司 | 维帕他韦中间体的合成方法 |
| CN105732765B (zh) * | 2016-02-01 | 2019-07-26 | 杭州科巢生物科技有限公司 | 丙肝药物维帕他韦的新合成方法 |
| CN105732563B (zh) * | 2016-03-23 | 2018-08-28 | 江苏苏利精细化工股份有限公司 | 一种合成9-溴-3-(2-溴乙酰基)-10，11-二氢-5H-二苯并[c,g]色烯-8(9h)-酮的新方法 |
| ES2926579T3 (es) * | 2016-05-05 | 2022-10-27 | Laurus Labs Ltd | Proceso para la preparación de compuestos intermedios útiles en la preparación de inhibidores del virus de la Hepatitis C (VHC) |
| CN109071440A (zh) * | 2016-05-13 | 2018-12-21 | 日产化学株式会社 | 2-乙酰基吡啶化合物的制造方法 |
| CN106220639A (zh) * | 2016-07-22 | 2016-12-14 | 上海众强药业有限公司 | 一种维帕他韦中间体新晶型 |
| CN107573355B (zh) * | 2016-11-30 | 2020-03-17 | 上海博志研新药物技术有限公司 | 维帕他韦、其中间体及制备方法 |
| CN106831737B (zh) * | 2017-02-27 | 2020-03-17 | 上海众强药业有限公司 | 维帕他韦及其衍生物的制备 |
| CN107629029A (zh) * | 2017-09-19 | 2018-01-26 | 安徽省诚联医药科技有限公司 | 维帕他韦中间体的制备方法 |
| CN107501229A (zh) * | 2017-09-27 | 2017-12-22 | 上海泓博智源医药股份有限公司 | 一种维帕他韦中间体的制备方法 |
| CN107987125A (zh) * | 2017-11-23 | 2018-05-04 | 爱斯特（成都）生物制药股份有限公司 | 一种缬氨酸衍生物的制备方法 |
| CN108218755A (zh) * | 2018-01-18 | 2018-06-29 | 上海仁实医药科技有限公司 | 一种N-Boc-4-氧代-L-脯氨酸叔丁酯的合成工艺 |
| CN110835353B (zh) * | 2018-08-15 | 2022-08-19 | 上海茂晟康慧科技有限公司 | 一种艾日布林中间体er804698的合成方法 |
| CN109265431B (zh) * | 2018-10-09 | 2020-05-26 | 江苏苏利精细化工股份有限公司 | 3-乙酰基-10，11-二氢-5h-二苯并[c,g]色烯-8（9h）-酮合成工艺 |
| IT201900018491A1 (it) * | 2019-10-10 | 2021-04-10 | Dr Schaer S P A | Procedimento di purificazione del tris-(3-idrossibutirrato)-gliceril estere |
| IT201900018488A1 (it) * | 2019-10-10 | 2021-04-10 | Dr Schaer S P A | Procedimento di preparazione del tris-(3-idrossibutirrato)-gliceril estere |
| CN111018870B (zh) * | 2019-11-29 | 2021-07-23 | 南京正济医药研究有限公司 | 一种维帕他韦中间体的制备方法 |
| CN112275146B (zh) * | 2020-09-01 | 2021-08-20 | 中国科学院山西煤炭化学研究所 | 一种经磷酸处理的Tröger`s Base聚合物气体分离膜及其制备方法和应用 |
| CN116462627A (zh) * | 2023-04-19 | 2023-07-21 | 南京优氟医药科技有限公司 | 一种3-溴代哌啶-2,6-二酮的制备方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20120993A1 (es) * | 2009-09-04 | 2012-08-22 | Janssen Pharmaceuticals Inc | Derivados bifenilicos como antivirales |
| UA108211C2 (uk) * | 2009-11-04 | 2015-04-10 | Янссен Рід Айрленд | Бензімідазолімідазольні похідні |
| CA2782024A1 (en) * | 2009-11-25 | 2011-06-03 | Schering Corporation | Fused tricyclic compounds and derivatives thereof useful for the treatment of viral diseases |
| TWI548629B (zh) | 2010-11-17 | 2016-09-11 | 吉李德製藥公司 | 抗病毒化合物 |
| PL2635588T3 (pl) * | 2011-11-16 | 2015-10-30 | Gilead Pharmasset Llc | Skondensowane imidazoliloimidazole jako związki antywirusowe |
| KR20140145126A (ko) * | 2012-02-13 | 2014-12-22 | 프레시디오 파마슈티칼스, 인코포레이티드 | Hcv ns5a의 저해제를 포함하는 고체형태, 이의 조성물 및 이에 의한 용도 |
| US20130309196A1 (en) * | 2012-05-16 | 2013-11-21 | Gilead Sciences, Inc. | Antiviral compounds |
| US9056860B2 (en) * | 2012-06-05 | 2015-06-16 | Gilead Pharmasset Llc | Synthesis of antiviral compound |
| EP3650014B1 (en) | 2013-08-27 | 2021-10-06 | Gilead Pharmasset LLC | Combination formulation of two antiviral compounds |
| TWI679203B (zh) | 2014-06-11 | 2019-12-11 | 美商基利法瑪席特有限責任公司 | 製備抗病毒化合物之方法 |
| TWI721947B (zh) | 2014-06-11 | 2021-03-21 | 美商基利法瑪席特有限責任公司 | 抗病毒化合物的固態形式 |
-
2015
- 2015-05-28 TW TW104117181A patent/TWI679203B/zh active
- 2015-05-28 TW TW108139659A patent/TW202014413A/zh unknown
- 2015-06-08 KR KR1020177000461A patent/KR101908642B1/ko active Active
- 2015-06-08 BR BR112016028773-8A patent/BR112016028773B1/pt active IP Right Grant
- 2015-06-08 AU AU2015274967A patent/AU2015274967B2/en active Active
- 2015-06-08 CN CN201580031459.0A patent/CN106488920A/zh active Pending
- 2015-06-08 KR KR1020187029248A patent/KR20180114253A/ko not_active Ceased
- 2015-06-08 US US14/733,139 patent/US9670187B2/en active Active
- 2015-06-08 JP JP2016572416A patent/JP6295348B2/ja active Active
- 2015-06-08 CA CA2951138A patent/CA2951138C/en active Active
- 2015-06-08 ES ES15747596.3T patent/ES2690868T3/es active Active
- 2015-06-08 MX MX2016016297A patent/MX2016016297A/es unknown
- 2015-06-08 EA EA201692219A patent/EA201692219A1/ru unknown
- 2015-06-08 WO PCT/US2015/034655 patent/WO2015191437A1/en not_active Ceased
- 2015-06-08 NZ NZ726356A patent/NZ726356A/en not_active IP Right Cessation
- 2015-06-08 SG SG11201609828SA patent/SG11201609828SA/en unknown
- 2015-06-08 PT PT15747596T patent/PT3154984T/pt unknown
- 2015-06-08 EP EP15747596.3A patent/EP3154984B1/en active Active
- 2015-06-10 AR ARP150101834A patent/AR105050A1/es unknown
-
2016
- 2016-11-14 IL IL248960A patent/IL248960A0/en unknown
-
2017
- 2017-04-28 US US15/582,224 patent/US9890134B2/en active Active
- 2017-12-19 US US15/847,803 patent/US20180179175A1/en not_active Abandoned
-
2018
- 2018-01-10 JP JP2018001740A patent/JP2018052985A/ja not_active Withdrawn
- 2018-07-05 AU AU2018204886A patent/AU2018204886B2/en active Active
-
2019
- 2019-05-06 US US16/404,550 patent/US10584109B2/en active Active
- 2019-07-26 JP JP2019137834A patent/JP6954959B2/ja active Active
-
2020
- 2020-01-16 US US16/744,576 patent/US11192875B2/en active Active
- 2020-11-05 AU AU2020264335A patent/AU2020264335B2/en active Active
-
2021
- 2021-08-18 JP JP2021133343A patent/JP2021178872A/ja not_active Withdrawn
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