HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (2-Hydroxymethyl-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-8-yl)carbamic Acid tert-butyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 178452623 | HCID 178452623 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2-Hydroxymethyl-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-8-yl)carbamic Acid tert-butyl Ester | HCID 136141750 | 50% |
Reaction Steps
A solution of intermediate 230(a) of Example 230 (26 mg, 0.079 mmol) in methanol (2 mL) was treated with NaBH4 (6 mg, 0.16 mmol) at 0° C. for 15 min. The solution was quenched with saturated aqueous NH4Cl and diluted with ethyl acetate. After extraction, the organic phase was washed with brine, dried (Na2SO4), filtered, and concentrated. Silica gel chromatography of the residue (3:1 ethyl acetate:hexane) gave intermediate 241(a) (13 mg) in 50% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06967198B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-f415be7797e74dcaaef5b13573cf0eaa |
| Source note | uspto-grants-2005_11 |