HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → N-[6-[2-(4-Cyano-phenyl)-4-methyl-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 4-Hydrazinobenzonitrile | HCID 583784 | — |
| Reactant | N-[6-Bromo-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-acetamide | HCID 86708104 | — |
| Reactant | N-[7-Methyl-6-propionyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]acetamide | HCID 86708113 | — |
| Product | N-[6-[2-(4-Cyano-phenyl)-4-methyl-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-acetamide | HCID 73052396 | — |
Reaction Steps
The title compound was prepared from N-[7-methyl-6-propionyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-acetamide (Int. 26, 11 mg, 0.023 mmol) and 4-hydrazino-benzonitrile (7 μL, 0.051 mmol) using similar methods to those employed in Example 40, Steps 3 and 4. During step 4 the acetyl group was lost, which was re-introduced by reaction with acetyl chloride using a similar method to that used for Intermediate 18 to give the title compound as a cream solid (3 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199984B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-046e41a9a0d840c8a0ac68c9b47295a1 |
| Source note | uspto-grants-2015_12 |