Ethanol → HCID 59484885, compound

HRID 1422679Notes

Reaction equation

HRID 1422679 reaction equation
[CH3:1][N:2]([CH3:22])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[N:9][C:10]([C:13]2[CH:14]=[C:15]([C:19](=[O:21])[CH3:20])[CH:16]=[CH:17][CH:18]=2)=[N:11][CH:12]=1.C(O)C.[BH4-].[Na+].O>ClCCl>[CH3:22][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[N:11][C:10]([C:13]2[CH:14]=[C:15]([CH:19]([OH:21])[CH3:20])[CH:16]=[CH:17][CH:18]=2)=[N:9][CH:8]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 4311764Sodium borohydrideHCID 59484953HCID 59484953, compound

Product 1

HCID 59484885HCID 59484885, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.114 g of 1-{3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]phenyl}ethanone (10.4 mmol) are dissolved in 30 ml of abs. ethanol in a 100 ml one-necked flask, and 0.394 g of sodium borohydride (10.4 mmol) is subsequently added in portions with ice/water cooling and stirring, and the reaction batch is stirred at RT for a further 20 h. For work-up, the reaction mixture is diluted with 50 ml of dichloromethane and shaken 2× against water, and the dichloromethane phase is evaporated to dryness and purified by chromatography (silica gel/DCM/MeOH 9:1);

Workup

  1. stirringthe reaction batch is stirred at RT for a further 20 h
  2. customthe dichloromethane phase is evaporated to dryness
  3. custompurified by chromatography (silica gel/DCM/MeOH 9:1)

Sources & evidence

ORD record
ord-ef295789247c4742af266353233b5e12
Source dataset
uspto-grants-2015_01
Patent number
US08927540B2

Reaction notes

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