Sodium borohydride → HCID 57631607, compound

HRID 63777Notes

Reaction equation

HRID 63777 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH:12]([CH3:21])[C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]=1[NH2:11])=[O:5])[CH3:2].[BH4-].[Na+]>CCO>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH:12]([CH3:21])[CH:13]([OH:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]=1[NH2:11])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 576322195-Amino-1-(1-methyl-2-oxo-2-phenyl-ethyl)-1H-pyrazole-4-carboxylic acid ethyl ester

Product 1

HCID 57631607HCID 57631607, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Compound 1 (0.7 g, 2.43 mmol) was dissolved in 34 mL EtOH. NaBH4 (0.18 g, 4.87 mmol) was added in one shot. The reaction stirred at room temperature for 0.5 h. The solution was quenched with sat. NH4Cl and extracted with CH2Cl2 (3 times). The organic layer was washed with brine, dried (MgSO4), concentrated to give a fluffy white solid 2 (0.69 g, 98% yield). MS: Calcd.: 289. Found: 290 (M+H).

Workup

  1. customThe solution was quenched with sat. NH4Cl
  2. extractionextracted with CH2Cl2 (3 times)
  3. washThe organic layer was washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-25f4a38c61934f6d86d20d74f0d7adcd
Source dataset
uspto-grants-2016_09
Patent number
US09447100B2

Reaction notes

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