JPH03157373A - Production of 2-aminomethylpyrazines and/or 2-aminomethylpiperazine - Google Patents
Production of 2-aminomethylpyrazines and/or 2-aminomethylpiperazineInfo
- Publication number
- JPH03157373A JPH03157373A JP29549989A JP29549989A JPH03157373A JP H03157373 A JPH03157373 A JP H03157373A JP 29549989 A JP29549989 A JP 29549989A JP 29549989 A JP29549989 A JP 29549989A JP H03157373 A JPH03157373 A JP H03157373A
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- cyanopyrazine
- aminomethylpiperazine
- aminomethylpyrazine
- production
- 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.)
- Granted
Links
- HQIBSDCOMQYSPF-UHFFFAOYSA-N pyrazin-2-ylmethanamine Chemical class 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NCC1=CN=CC=N1 HQIBSDCOMQYSPF-UHFFFAOYSA-N 0.000 title abstract 4
- WNUMKDXJNNTPIU-UHFFFAOYSA-N piperazin-2-ylmethanamine Chemical compound 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NCC1CNCCN1 WNUMKDXJNNTPIU-UHFFFAOYSA-N 0.000 title abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 6
- PMSVVUSIPKHUMT-UHFFFAOYSA-N cyanopyrazine Chemical compound 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N#CC1=CN=CC=N1 PMSVVUSIPKHUMT-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound 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- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drugs Drugs 0.000 abstract 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound data:image/svg+xml;base64,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 data:image/svg+xml;base64,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 [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 1
- 238000007086 side reaction Methods 0.000 abstract 1
Abstract
PURPOSE: To obtain the title compound useful as an intermediate for drugs and agricultural chemicals readily and in high yield by catalytically hydrogenating a 2-cyanopyrazine in the presence of a hydrogenating catalyst and a solvent while feeding the 2-cyanopyrazine to the reaction system.
CONSTITUTION: A hydrogenating catalyst (e.g. Raney nickel) and a solvent (e.g. dioxane) are added to the a reaction system, a 2-cyanopyrazine is catalytically hydrogenated while feeding the 2-cyanopyrazine to the reaction system to give a 2-aminomethylpyrazine and/or a 2-aminomethylpiperazine. The reaction temperature is 100-142°C, when the 2-aminomethylpyrazine is produced and 148-200°C when 2-aminomethylpiperazine is produced and the reaction pressure is 5-50kg/cm2. In production of the 2-aminomethylpyrazine, addition of ammonia to the reaction system preferably suppress side reactions.
COPYRIGHT: (C)1991,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP29549989A JP2815636B2 (en) | 1989-11-14 | 1989-11-14 | Process for producing 2-aminomethylpyrazines and / or 2-aminomethylpiperazines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP29549989A JP2815636B2 (en) | 1989-11-14 | 1989-11-14 | Process for producing 2-aminomethylpyrazines and / or 2-aminomethylpiperazines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03157373A true JPH03157373A (en) | 1991-07-05 |
| JP2815636B2 JP2815636B2 (en) | 1998-10-27 |
Family
ID=17821405
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP29549989A Expired - Fee Related JP2815636B2 (en) | 1989-11-14 | 1989-11-14 | Process for producing 2-aminomethylpyrazines and / or 2-aminomethylpiperazines |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2815636B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018048930A1 (en) * | 2016-09-07 | 2018-03-15 | Pharmakea, Inc. | Lysyl oxidase-like 2 inhibitors and uses thereof |
-
1989
- 1989-11-14 JP JP29549989A patent/JP2815636B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2815636B2 (en) | 1998-10-27 |
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| Date | Code | Title | Description |
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| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
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| LAPS | Cancellation because of no payment of annual fees |