HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-2-Methylpyrrolidine → HCID 69674917, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-2-Methylpyrrolidine | HCID 641544 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 86666558 | HCID 86666558 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69674917 | HCID 69674917 | 27.9% |
Reaction Steps
To a mixture of (2R)-2-methylpyrrolidine (2.3 μL, 0.023 mmol) and 4-[3-fluoro-4-(3-fluoro-5-formylphenoxy)piperidin-1-yl]-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}- 7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]butanenitrile (13.5 mg, 0.0217 mmol) (diastereomer 2) in DCM (0.10 mL) was added resin of sodium triacetoxyborohydride (13 mg, 0.032 mmol). The resulting mixture was stirred overnight. The reaction solution was filtered, washed with additional DCM, and concentrated. The residue was purified with LCMS (C18 column eluting with a gradient of ACN/H2O containing 0.15% NH4OH) to give the desired product (3.4 mg, 23%). LCMS (M+H)+: 691.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034884B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-35555387d00748318ce56622f5bb2fa6 |
| Source note | uspto-grants-2015_05 |