Sodium borohydride → HCID 44232238, compound

HRID 1684913Notes

Reaction equation

HRID 1684913 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]=[C:26]5[C:21]([CH2:22][CH2:23][CH2:24][C:25]5=[O:28])=[CH:20][CH:19]=4)=[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]=[C:26]5[C:21]([CH2:22][CH2:23][CH2:24][CH:25]5[OH:28])=[CH:20][CH:19]=4)=[CH:14][N:13]3[CH:29]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 67265174HCID 67265174, compound

Product 1

HCID 44232238HCID 44232238, compoundYield 20.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

241 mg of sodium borohydride are added portionwise to 238 mg of 7-[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-6-yl]-3,4-dihydro-2H-naphth-1-one dissolved in 25 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. The residue is purified by chromatography on silica gel, elution being carried out with a dichloromethane/methanol mixture. 48 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
  5. customThe residue is purified by chromatography on silica gel, elution

Sources & evidence

ORD record
ord-071e13b08a9a4978ad582366c44af0ac
Source dataset
uspto-grants-2012_04
Patent number
US08148370B2

Reaction notes

Loading…