HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate → HCID 58247418, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate | HCID 2734674 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | [4-(5-Amino-2-pyridin-3-yl-pyrimidin-4-yloxy)-phenyl]-carbamic acid benzyl ester | HCID 58247431 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58247418 | HCID 58247418 | — |
Reaction Steps
To a solution of Compound 11b (0.55 g; 1.3 mmol) in 1,2-dichloroethane (25 ml) was added Boc-L-prolinal (0.37 mL; 1.9 mmol). To the reaction mixture was then added NaBH(OAc)3 (0.4 g; 1.9 mmol) portionwise, and the reaction mixture was continually stirred at room temperature for 5 h. The resultant mixture was diluted with water. After stirring for 10 min the organic phase was isolated, washed with brine, and dried over MgSO4. The solvent was evaporated in vacuo to afford Compound 11c. The compound was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685990B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-39dbb4911e9f4996b29d326fac70ea1e |
| Source note | uspto-grants-2014_04 |