Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-methyl-1H-Imidazole-5-carbonyl chloride | HCID 2776554 | — |
| Reactant | HCID 131733416 | HCID 131733416 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71533556 | HCID 71533556 | 82.3% |
Reaction Steps
A mixture of 3-[1-(2,4-Difluoro-benzyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl]-benzonitrile (7c) (0.04 g, 0.114 mmol), 3-Methyl-3H-imidazole-4-carbonyl chloride (0.083 g, 0.457 mmol) and triethylamine (138 mg, 1.37 mmol) in CH2Cl2 was stirred at 25° C. for 16 h. The crude product was purified by reverse phase HPLC (CH3CN/water gradient with 0.1% trifluoroacetic acid) to give 43 mg of 3-[1-(2,4-Difluoro-benzyl)-5-(3-methyl-3H-imidazole-4-carbonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl]-benzonitrile (8w).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09127001B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
|---|
| ORD ID | ord-95914b29f2bf49778e41a9406db1156f |
|---|
| Source note | uspto-grants-2015_09 |
|---|
