HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 70980819, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 70980723 | HCID 70980723 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 70980819 | HCID 70980819 | 73.4% |
Reaction Steps
To a solution of 6-benzoyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester (0.35 g, 1.0 mmol) in methanol (10 mL) was added sodium borohydride (0.114 g, 3.0 mmol) and the reaction mixture was stirred for 1 hour. Water (5 mL) was added and the reaction mixture was concentrated. Water was added and the product was extracted with EtOAc. The combined organic phase was dried (MgSO4) and evaporated in vacuo to give an oil. Chromatography (SiO2; gradient elution with 0-60% EtOAc in 40-60 petroleum ether) gave the title compound (0.26 g, 73%) as an oil. MS: [M+H]+=355.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018214B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-4b6bd2ad48cb45a28ae076ba48f7201b |
| Source note | uspto-grants-2015_04 |