Sodium borohydride → HCID 57631607, compound

HRID 2108586Notes

Reaction equation

HRID 2108586 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-8e3db2c325004ee8a889cfa4726c32e2
Source dataset
uspto-grants-2009_04
Patent number
US07514441B2

Reaction notes

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