Sodium borohydride → HCID 57142402, compound

HRID 1737274Notes

Reaction equation

HRID 1737274 reaction equation
[CH:1]1([C:6]([CH2:8][N:9]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[C:13]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:12][C@@H:11]([NH:26][C:27]([NH:29][C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([CH3:36])[CH:31]=3)=[O:28])[C:10]2=[O:37])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[BH4-].[Na+]>C(O)C>[CH:1]1([C@H:6]([OH:7])[CH2:8][N:9]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[C:13]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:12][C@@H:11]([NH:26][C:27]([NH:29][C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([CH3:36])[CH:31]=3)=[O:28])[C:10]2=[O:37])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 10051431HCID 10051431, compound

Product 1

HCID 57142402HCID 57142402, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The benzodiazepine of Example 17 (335 mg, 0.677 mmol) was treated with sodium borohydride in ethanol as described in Examples 12 and 13. The residue was chromatographed to afford the two title compounds (eluant EtOAc/Hexane 35:65 v/v).

Workup

  1. customThe residue was chromatographed
  2. customto afford the two title compounds (eluant EtOAc/Hexane 35:65 v/v)

Sources & evidence

ORD record
ord-a7e68d4593f44d3fa529011e9c5b400c
Source dataset
uspto-grants-1999_10
Patent number
US05962451

Reaction notes

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