HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-[1-(6-tert-butyl-2-chloropyridin-3-yl)ethyl]-2-(7-cyano-1H-benzimidazol-1-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | (7-Cyano-1H-benzimidazol-1-yl)acetic acid | HCID 11195002 | — |
| Reactant | 2-Methylnicotinamide | HCID 12243705 | — |
| Reactant | [1-(6-Tert-butyl-2-chloropyridin-3-yl)ethyl]amine | HCID 86621593 | — |
| Product | N-[1-(6-tert-butyl-2-chloropyridin-3-yl)ethyl]-2-(7-cyano-1H-benzimidazol-1-yl)acetamide | HCID 23633971 | — |
Reaction Steps
The title compound was synthesized according to the procedure described for the synthesis of 2-methylnicotinamide, starting from [1-(6-tert-butyl-2-chloropyridin-3-yl)ethyl]amine (intermediate 26) (100 mg, 0.47 mmol), 7-cyanobenzimidazole-1-acetic acid (0.42 mmol), HATU (191 mg, 0.5 mmol) and DIPEA (182 μL, 1.41 mmol). The product was recovered by filtration following precipitation induced by the addition of water. Yield 111 mg, 67%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07618993B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-0cd411150d6c4ff7a89f6d80ca25c8c0 |
| Source note | uspto-grants-2009_11 |