Triethylamine → 4-(2-(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetyl)-1-pyridin-2-yl-piperazin-2-one

HRID 239191Notes

Reaction equation

HRID 239191 reaction equation
Cl.Cl.[N:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][C:10]1=[O:15].[F:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[N:27]=[C:26]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)[N:25]([CH2:35][C:36](Cl)=[O:37])[N:24]=2)=[CH:19][CH:18]=1.C(N(CC)CC)C>ClCCl>[F:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]2[N:27]=[C:26]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)[N:25]([CH2:35][C:36]([N:12]3[CH2:13][CH2:14][N:9]([C:4]4[CH:5]=[CH:6][CH:7]=[CH:8][N:3]=4)[C:10](=[O:15])[CH2:11]3)=[O:37])[N:24]=2)=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 567770991-(Pyridin-2-yl)piperazin-2-one dihydrochlorideHCID 86686520(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetyl chloride

Product 1

HCID 715865004-(2-(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetyl)-1-pyridin-2-yl-piperazin-2-oneYield 30.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

160 mg 1-pyridin-2-yl-piperazin-2-one dihydrochloride was added to 216 mg (3,5-bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetyl chloride and 300 μL triethylamine in 10 mL dichlormethane. The reaction was stirred for 1 day at RT, the solvent was evaporated and the residue was purified by HPLC to yield 93 mg of the desired product.

Workup

  1. customthe solvent was evaporated
  2. customthe residue was purified by HPLC

Sources & evidence

ORD record
ord-501f0628135e4bc58d060a7e62a8ea8c
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

Loading…