Sodium borohydride → HCID 44231857, compound

HRID 1684910Notes

Reaction equation

HRID 1684910 reaction equation
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]3[CH:17]=[CH:16][C:15]([C:18]4[C:19]([F:27])=[C:20]([C:23]([F:26])=[CH:24][CH:25]=4)[CH:21]=[O:22])=[CH:14][N:13]3[CH:28]=2)=[CH:6][CH:5]=1>CO>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[C:12]3[CH:17]=[CH:16][C:15]([C:18]4[C:19]([F:27])=[C:20]([CH2:21][OH:22])[C:23]([F:26])=[CH:24][CH:25]=4)=[CH:14][N:13]3[CH:28]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86651936HCID 86651936, compound

Product 1

HCID 44231857HCID 44231857, compoundYield 44.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

154 mg of sodium borohydride are added portionwise to 150 mg of 3-[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-6-yl]-2,6-difluorobenzaldehyde dissolved in 20 ml of methanol. The mixture is subsequently stirred at ambient temperature for 3 hours and then the solvent is evaporated under reduced pressure. The residue is taken up between water and dichloromethane and then the organic phase is separated, dried over sodium sulphate and evaporated under reduced pressure. The residue is triturated from pentane, collected by filtration and then dried in an oven under reduced pressure. 67 mg of compound are obtained.

Workup

  1. customthe solvent is evaporated under reduced pressure
  2. customthe organic phase is separated
  3. dry with materialdried over sodium sulphate
  4. customevaporated under reduced pressure
  5. customThe residue is triturated from pentane
  6. filtrationcollected by filtration
  7. customdried in an oven under reduced pressure

Sources & evidence

ORD record
ord-0c9379ddf477410f8a97bfe8899fe525
Source dataset
uspto-grants-2012_04
Patent number
US08148370B2

Reaction notes

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