JP2018035184A5 - - Google Patents
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- JP2018035184A5 JP2018035184A5 JP2017198591A JP2017198591A JP2018035184A5 JP 2018035184 A5 JP2018035184 A5 JP 2018035184A5 JP 2017198591 A JP2017198591 A JP 2017198591A JP 2017198591 A JP2017198591 A JP 2017198591A JP 2018035184 A5 JP2018035184 A5 JP 2018035184A5
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- 238000004519 manufacturing process Methods 0.000 claims 19
- 150000001875 compounds Chemical class 0.000 claims 17
- 239000003054 catalyst Substances 0.000 claims 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 230000001404 mediated effect Effects 0.000 claims 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 2
- 239000003153 chemical reaction reagent Substances 0.000 claims 2
- 230000008878 coupling Effects 0.000 claims 2
- 238000010168 coupling process Methods 0.000 claims 2
- 238000005859 coupling reaction Methods 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical group [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 2
- 125000006239 protecting group Chemical group 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- MEKOFIRRDATTAG-UHFFFAOYSA-N 2,2,5,8-tetramethyl-3,4-dihydrochromen-6-ol Chemical compound C1CC(C)(C)OC2=C1C(C)=C(O)C=C2C MEKOFIRRDATTAG-UHFFFAOYSA-N 0.000 claims 1
- 208000010839 B-cell chronic lymphocytic leukemia Diseases 0.000 claims 1
- 208000031422 Lymphocytic Chronic B-Cell Leukemia Diseases 0.000 claims 1
- 208000025205 Mantle-Cell Lymphoma Diseases 0.000 claims 1
- -1 O- (7-azabenzotriazol-1-yl) -1,1,3,3-tetramethyluronium hexafluorophosphate Chemical compound 0.000 claims 1
- 102000004022 Protein-Tyrosine Kinases Human genes 0.000 claims 1
- 108090000412 Protein-Tyrosine Kinases Proteins 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims 1
- 125000005587 carbonate group Chemical group 0.000 claims 1
- 208000032852 chronic lymphocytic leukemia Diseases 0.000 claims 1
- NXQGGXCHGDYOHB-UHFFFAOYSA-L cyclopenta-1,4-dien-1-yl(diphenyl)phosphane;dichloropalladium;iron(2+) Chemical group [Fe+2].Cl[Pd]Cl.[CH-]1C=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1.[CH-]1C=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 NXQGGXCHGDYOHB-UHFFFAOYSA-L 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims 1
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 1
- RWBYECCAYSUTDK-INIZCTEOSA-N Nc1ncc[n]2c1c(-c(cc1)ccc1C(Nc1ccccn1)=O)nc2[C@H]1NCCC1 Chemical compound Nc1ncc[n]2c1c(-c(cc1)ccc1C(Nc1ccccn1)=O)nc2[C@H]1NCCC1 RWBYECCAYSUTDK-INIZCTEOSA-N 0.000 description 1
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161509397P | 2011-07-19 | 2011-07-19 | |
| EP11174578.2 | 2011-07-19 | ||
| EP11174578 | 2011-07-19 | ||
| US61/509,397 | 2011-07-19 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015202737A Division JP6251220B2 (ja) | 2011-07-19 | 2015-10-14 | Btk阻害剤としての4−イミダゾピリダジン−1−イル−ベンズアミドおよび4−イミダゾトリアジン−1−イル−ベンズアミド |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019047900A Division JP6749444B2 (ja) | 2011-07-19 | 2019-03-15 | Btk阻害剤としての4−イミダゾピリダジン−1−イル−ベンズアミドおよび4−イミダゾトリアジン−1−イル−ベンズアミド |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018035184A JP2018035184A (ja) | 2018-03-08 |
| JP2018035184A5 true JP2018035184A5 (enExample) | 2018-08-02 |
| JP6617130B2 JP6617130B2 (ja) | 2019-12-11 |
Family
ID=47557677
Family Applications (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014520606A Active JP5826931B2 (ja) | 2011-07-19 | 2012-07-11 | Btk阻害剤としての4−イミダゾピリダジン−1−イル−ベンズアミドおよび4−イミダゾトリアジン−1−イル−ベンズアミド |
| JP2015202737A Active JP6251220B2 (ja) | 2011-07-19 | 2015-10-14 | Btk阻害剤としての4−イミダゾピリダジン−1−イル−ベンズアミドおよび4−イミダゾトリアジン−1−イル−ベンズアミド |
| JP2017198591A Active JP6617130B2 (ja) | 2011-07-19 | 2017-10-12 | Btk阻害剤としての4−イミダゾピリダジン−1−イル−ベンズアミドおよび4−イミダゾトリアジン−1−イル−ベンズアミド |
| JP2019047900A Active JP6749444B2 (ja) | 2011-07-19 | 2019-03-15 | Btk阻害剤としての4−イミダゾピリダジン−1−イル−ベンズアミドおよび4−イミダゾトリアジン−1−イル−ベンズアミド |
| JP2020135694A Active JP7054721B2 (ja) | 2011-07-19 | 2020-08-11 | Btk阻害剤としての4-イミダゾピリダジン-1-イル-ベンズアミドおよび4-イミダゾトリアジン-1-イル-ベンズアミド |
| JP2022062400A Withdrawn JP2022088618A (ja) | 2011-07-19 | 2022-04-04 | Btk阻害剤としての4-イミダゾピリダジン-1-イル-ベンズアミドおよび4-イミダゾトリアジン-1-イル-ベンズアミド |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014520606A Active JP5826931B2 (ja) | 2011-07-19 | 2012-07-11 | Btk阻害剤としての4−イミダゾピリダジン−1−イル−ベンズアミドおよび4−イミダゾトリアジン−1−イル−ベンズアミド |
| JP2015202737A Active JP6251220B2 (ja) | 2011-07-19 | 2015-10-14 | Btk阻害剤としての4−イミダゾピリダジン−1−イル−ベンズアミドおよび4−イミダゾトリアジン−1−イル−ベンズアミド |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019047900A Active JP6749444B2 (ja) | 2011-07-19 | 2019-03-15 | Btk阻害剤としての4−イミダゾピリダジン−1−イル−ベンズアミドおよび4−イミダゾトリアジン−1−イル−ベンズアミド |
| JP2020135694A Active JP7054721B2 (ja) | 2011-07-19 | 2020-08-11 | Btk阻害剤としての4-イミダゾピリダジン-1-イル-ベンズアミドおよび4-イミダゾトリアジン-1-イル-ベンズアミド |
| JP2022062400A Withdrawn JP2022088618A (ja) | 2011-07-19 | 2022-04-04 | Btk阻害剤としての4-イミダゾピリダジン-1-イル-ベンズアミドおよび4-イミダゾトリアジン-1-イル-ベンズアミド |
Country Status (38)
Families Citing this family (116)
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