Sodium borohydride → HCID 67306412, compound

HRID 1890564Notes

Reaction equation

HRID 1890564 reaction equation
[CH3:1][C:2]1([CH3:20])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH:10]=[N:11][N:12]([CH:14]3[CH2:18][CH2:17][CH2:16][C:15]3=[O:19])[CH:13]=2)[O:3]1.[BH4-].[Na+]>CO>[CH3:1][C:2]1([CH3:20])[C:6]([CH3:7])([CH3:8])[O:5][B:4]([C:9]2[CH:10]=[N:11][N:12]([CH:14]3[CH2:18][CH2:17][CH2:16][CH:15]3[OH:19])[CH:13]=2)[O:3]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 67305826HCID 67305826, compound

Product 1

HCID 67306412HCID 67306412, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)cyclopentanone (W-1) (550 mg, 2 mmol) in methanol (5 mL) was added NaBH4 (150 mg, 4 mmol). The reaction was stirred at room temperature for 1 h. The solvent was removed in vacuo, and the residue was extracted with EtOAc, washed with water, and purified by chromatography on silica gel to afford the title compound (200 mg). MS (m/z): 279 (M+1)+.

Workup

  1. customThe solvent was removed in vacuo
  2. extractionthe residue was extracted with EtOAc
  3. washwashed with water
  4. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-b1e1882bc01842f1ae656f8d8e08b9df
Source dataset
uspto-grants-2013_08
Patent number
US08507487B2

Reaction notes

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