Sodium borohydride → HCID 44232239, compound

HRID 1684915Notes

Reaction equation

HRID 1684915 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[CH:27]=[CH:26][CH:25]=[C:24]5[C:19]=4[CH2:20][CH2:21][CH2:22][C:23]5=[O:28])=[CH:14][N:13]3[CH:29]=2)=[CH:6][CH:5]=1>CO>[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[CH:27]=[CH:26][CH:25]=[C:24]5[C:19]=4[CH2:20][CH2:21][CH2:22][CH:23]5[OH:28])=[CH:14][N:13]3[CH:29]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 67265029HCID 67265029, compound

Product 1

HCID 44232239HCID 44232239, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

169 mg of sodium borohydride are added portionwise to 167 mg of 5-[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-6-yl]-3,4-dihydro-2H-naphth-1-one dissolved in 15 ml of methanol. The mixture is stirred at ambient temperature for 2 hours and then the solvent is evaporated under reduced pressure. The residue is taken up between water and ethyl acetate. The organic phase is separated by settling, dried over sodium sulphate and concentrated under reduced pressure. 106 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. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8a72e0f6def144adb61f3cd924622fb0
Source dataset
uspto-grants-2012_04
Patent number
US08148370B2

Reaction notes

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