Sodium borohydride → HCID 14989466, compound

HRID 483340Notes

Reaction equation

HRID 483340 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[N:21]=[C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][N:23]4[C:28]=3[C:29]([O:31]CC)=[O:30])=[CH:16][CH:15]=2)[C:7]([CH:11]=[O:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4].[BH4-].[Na+]>C(O)C>[CH2:1]([C:5]1[N:6]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[N:21]=[C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][N:23]4[C:28]=3[C:29]([OH:31])=[O:30])=[CH:16][CH:15]=2)[C:7]([CH2:11][OH:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 14989464HCID 14989464, compound

Product 1

HCID 14989466HCID 14989466, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.28 g of compound A from Example 1d) in 10 ml of ethanol is stirred with 0.25 g of sodium borohydride for 45 min. Dilution with 1 N NaOH is followed by extraction 2× with EtOAc. Washing of the organic phase with saturated NaCl solution is followed by drying with Na2SO and concentration. 0.22 g of the title compound is obtained.

Workup

  1. extractionDilution with 1 N NaOH is followed by extraction 2× with EtOAc
  2. washWashing of the organic phase with saturated NaCl solution
  3. dry with materialby drying with Na2SO and concentration

Sources & evidence

ORD record
ord-8eeed7df50874b529fdc8b3823086caf
Source dataset
uspto-grants-1993_07
Patent number
US05225414

Reaction notes

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