Sodium borohydride → HCID 24948645, compound

HRID 2043345Notes

Reaction equation

HRID 2043345 reaction equation
[CH2:1]([N:3]([CH2:14][C:15]1[NH:16][CH:17]=[N:18][CH:19]=1)[C:4]1[C:5]([F:13])=[C:6]([C:9]([F:12])=[CH:10][CH:11]=1)[CH:7]=[O:8])[CH3:2].[BH4-].[Na+]>CO>[CH2:1]([N:3]([CH2:14][C:15]1[NH:16][CH:17]=[N:18][CH:19]=1)[C:4]1[C:5]([F:13])=[C:6]([CH2:7][OH:8])[C:9]([F:12])=[CH:10][CH:11]=1)[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86620292HCID 86620292, compound

Product 1

HCID 24948645HCID 24948645, compoundYield 579.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 3-[ethyl-(3H-imidazol-4-ylmethyl)-amino]-2,6-difluoro-benzaldehyde (0.10 g, 0.39 mmol) in methanol (3 ml) was added sodium borohydride (0.06 g, 1.56 mmol) and the mixture was stirred at room temperature for 5 h. The mixture was concentrated in vacuo and the residue was purified by flash chromatography (column: Isolute® Flash-NH2 (Separtis); eluent: methanol/dichloromethane gradient) to yield a colourless gum (604 mg, 76%); MS (ISP): 268.3 ((M+H)+.).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was purified by flash chromatography (column: Isolute® Flash-NH2 (Separtis); eluent: methanol/dichloromethane gradient)

Sources & evidence

ORD record
ord-5652da78947b442ab4bc9eaec7dc3074
Source dataset
uspto-grants-2013_11
Patent number
US08586617B2

Reaction notes

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