Dimethylamine → HCID 21514114, compound

HRID 1576115Notes

Reaction equation

HRID 1576115 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:28])[CH2:14][CH2:13][N:12]([CH:15](F)[CH2:16][CH:17]([F:26])[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:19])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[CH3:29][NH:30][CH3:31].CS(C)=O>O>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:28])[CH2:14][CH2:13][N:12]([CH:15]([N:30]([CH3:31])[CH3:29])[CH2:16][CH:17]([F:26])[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:19])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 679Dimethyl SulfoxideHCID 21514082HCID 21514082, compound

Product 1

HCID 21514114HCID 21514114, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of γ-[4-(p-chlorophenyl)-4-hydroxypiperidin-1-yl]-2,4-difluorobutyrophenone hydrochloride (2.0 g), 40 % aqueous solution of dimethylamine (10.0 g) and dimethylsulfoxide (30 ml) was stirred at room temperature for 1 hour. The reaction mixture was poured into cold water (200 ml). The precipitate was filtered and recrystallized from aqueous ethanol to yield γ-[4-(p-chlorophenyl)-4-hydroxypiperidin-1-yl]-4-dimethylamino-2-fluorobutyrophenone. M.P. 160° to 163°C.

Workup

  1. filtrationThe precipitate was filtered
  2. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-38a5d7d6fcb743829d165c892e1c5fc6
Source dataset
uspto-grants-1976_09
Patent number
US03979390

Reaction notes

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