HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → HCID 44819482, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Propan-2-one--dichloromethane (1/1) | HCID 21584124 | — |
| Reactant | HCID 44819303 | HCID 44819303 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Product | HCID 44819482 | HCID 44819482 | 60% |
Reaction Steps
To a suspension of 7-cyclopentyl-2-(1′,2′,3′,4′,5′,6′-hexahydro-[3,4′]bipyridinyl-6-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (100 mg, 0.23 mmol) in dichloromethane/acetone is added NaBH(OAc)3 (488 mg, 2.3 mmol) followed by 3 drops of glacial acetic acid. After reaction is completed and concentrated. Diluted with 100 mL of H2O and basified to pH12 with 50% NaOH solution dropwise (2 mL). Extracted with dichloromethane (3×100 mL) and concentrated to give 7-cyclopentyl-2-(1′-isopropyl-1′,2′,3′,4′,5′,6′-hexahydro-[3,4′]bipyridinyl-6-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (65 mg, 60%). MS (ESI) m/z 476.3 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685980B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-610dd981fb2849618f21633b1fb55236 |
| Source note | uspto-grants-2014_04 |