Dichloromethane → [3-(2-benzyl-7-trifluoromethyl-2H-indazol-3-yl)-phenyl]-methanol

HRID 735411Notes

Reaction equation

HRID 735411 reaction equation
[CH2:1]([N:8]1[C:16]([C:17]2[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=2)[CH:20]=[O:21])=[C:15]2[C:10]([C:11]([C:25]([F:28])([F:27])[F:26])=[CH:12][CH:13]=[CH:14]2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].[NH4+].[Cl-].ClCCl>CO>[CH2:1]([N:8]1[C:16]([C:17]2[CH:18]=[C:19]([CH2:20][OH:21])[CH:22]=[CH:23][CH:24]=2)=[C:15]2[C:10]([C:11]([C:25]([F:27])([F:28])[F:26])=[CH:12][CH:13]=[CH:14]2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 11675307HCID 11675307, compound

Product 1

HCID 11703640[3-(2-benzyl-7-trifluoromethyl-2H-indazol-3-yl)-phenyl]-methanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 116 mg (0.305 mmol) of 3-[2-benzyl-7-(trifluoromethyl)-2H-indazol-3-yl]benzaldehyde (compound of Formula (I)), prepared in a same way as Example 1, in 2 ml of methanol, 23 mg (0.71 mmol) of NaBH4 was added at 0° C. The reaction mixture was stirred at this temperature for 1 hr. Saturated NH4Cl-solution and dichloromethane were added, and the phases were separated. The product was obtained after flash chromatographic purification using dichloromethane as eluant. Yield: 111 mg.

Workup

  1. customthe phases were separated
  2. customThe product was obtained
  3. customafter flash chromatographic purification

Sources & evidence

ORD record
ord-7de02031d20a4b919dc4c4c5421381bc
Source dataset
uspto-grants-2009_09
Patent number
US07592363B2

Reaction notes

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