HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → n-Cyclopropyl-2,4-difluoro-5-((2-phenyl-1h-pyrrolo[2,3-b]pyridin-5-yl)methylamino)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 5-amino-N-cyclopropyl-2,4-difluorobenzamide | HCID 21966507 | — |
| Reactant | n-Cyclopropyl-4-fluoro-3-{(2-phenyl-1h-pyrrolo[2,3-b]pyridin-5-yl)methylamino}benzamide | HCID 59190358 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | n-Cyclopropyl-2,4-difluoro-5-((2-phenyl-1h-pyrrolo[2,3-b]pyridin-5-yl)methylamino)benzamide | HCID 24955944 | 15.5% |
Reaction Steps
To a solution of compound D of Example 1 (22 mg, 0.1 mmol), in a mixture of acetic acid and dichloromethane (1:1, 1 mL) were added 5-amino-N-cyclopropyl-2,4-difluorobenzamide (30 mg, 0.15 mmol) and NaBH(OAc)3 (30 mg, 0.2 mmol). The mixture was stirred at RT for 1 h. The reaction mixture was concentrated and the residue was purified by preparative RP HPLC. The appropriate fractions were collected and concentrated to remove methanol and saturated solution of NaHCO3 was added to precipitate out the desired product. The solid was filtered and dried in vacuo to give the title compound (6.5 mg) as a solid. LC/MS; (M+H)+=419.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148361B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-6a9ce568bfd540ca991434a3c8a65bcb |
| Source note | uspto-grants-2012_04 |