Triethylamine → HCID 13825065, compound

HRID 648499Notes

Reaction equation

HRID 648499 reaction equation
Cl.[F:2][C:3]([F:25])([F:24])[C:4]1[CH:13]=[C:12]2[C:7]([C:8]([NH:14][C:15]3[CH:23]=[CH:22][C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=3)=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1.Cl.[F:27][C:28]1[CH:33]=[CH:32][C:31]([S:34][CH:35]2[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)=[CH:30][CH:29]=1.C(N(CC)CC)C>C(Cl)Cl>[F:27][C:28]1[CH:29]=[CH:30][C:31]([S:34][CH:35]2[CH2:40][CH2:39][N:38]([C:19](=[O:20])[C:18]3[CH:22]=[CH:23][C:15]([NH:14][C:8]4[C:7]5[C:12](=[CH:13][C:4]([C:3]([F:25])([F:24])[F:2])=[CH:5][CH:6]=5)[N:11]=[CH:10][CH:9]=4)=[CH:16][CH:17]=3)[CH2:37][CH2:36]2)=[CH:32][CH:33]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13603946HCID 13603946, compoundHCID 136080004-[(4-Fluorophenyl)sulfanyl]piperidine--hydrogen chloride (1/1)

Product 1

HCID 13825065HCID 13825065, compoundYield 35.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-[[7-(Trifluoromethyl)-4-quinolyl]amino]benzoyl chloride hydrochloride (0.94 g) was added slowly to a stirred mixture of 4-[(4-fluorophenyl)thio]piperidine hydrochloride (0.60 g) and triethylamine (1.69 ml) in dry methylene chloride (12.5 ml) at room temperature. The resultant mixture was stirred at the same temperature for 3.5 hours. The precipitated powder was collected by filtration and washed with methylene chloride and diethyl ether to give 4-[(4-fluorophenyl)thio]-1-[4-[[7-(trifluoromethyl)-4-quinolyl]amino]benzoyl]piperidine (0.45 g) as colourless powder.

Workup

  1. filtrationThe precipitated powder was collected by filtration
  2. washwashed with methylene chloride and diethyl ether

Sources & evidence

ORD record
ord-91160f0a998b491099e2da143e87c0d0
Source dataset
uspto-grants-1988_04
Patent number
US04735952

Reaction notes

Loading…