Sodium borohydride → HCID 67457749, compound

HRID 528764Notes

Reaction equation

HRID 528764 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH:11]2[CH2:14][N:13]([C:15]3[N:16]4[C:20]([N:21]=[C:22]5[CH2:28][CH2:27][NH:26][CH2:25][CH2:24][C:23]=35)=[CH:19][CH:18]=[N:17]4)[CH2:12]2)=[O:10])=[CH:5][CH:4]=1.[BH4-].[Na+]>CO.[Cl-].[Na+].O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([CH:11]2[CH2:12][N:13]([C:15]3[N:16]4[C:20]([N:21]=[C:22]5[CH2:28][CH2:27][NH:26][CH2:25][CH2:24][C:23]=35)=[CH:19][CH:18]=[N:17]4)[CH2:14]2)[OH:10])=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 67979379HCID 67979379, compound

Product 1

HCID 67457749HCID 67457749, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

To 200 mg (0.53 mmol) (4-methoxy-phenyl)-[1-(6,7,8,9-tetrahydro-5H-1,4,7,10a-tetraaza-cyclohepta[f]inden-10-yl)-azetidin-3-yl]-methanone in 3 mL MeOH was added 20 mg (0.53 mmol) sodium borohydride and the mixture was stirred at room temperature for 30 minutes. 1 mL saturated brine was added and the mixture extracted with DCM (2×5 mL), the organic layers were combined and dried over sodium sulphate. After filtration the solvent was evaporated to give the desired product.

Workup

  1. extractionthe mixture extracted with DCM (2×5 mL)
  2. dry with materialdried over sodium sulphate
  3. filtrationAfter filtration the solvent
  4. customwas evaporated

Sources & evidence

ORD record
ord-0b4ee53a59ad423e804991de8fb6abb9
Source dataset
uspto-grants-2016_05
Patent number
US09346816B2

Reaction notes

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