Triethylamine → 2-(4-(2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetyl)-pipera zin-1-yl)-nicotinonitrile

HRID 336381Notes

Reaction equation

HRID 336381 reaction equation
[N:1]1([C:7]2[N:14]=[CH:13][CH:12]=[CH:11][C:8]=2[C:9]#[N:10])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[F:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[N:26]=[C:25]([C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)[N:24]([CH2:34][C:35](Cl)=[O:36])[N:23]=2)=[CH:18][CH:17]=1.C(N(CC)CC)C>ClCCl>[F:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[N:26]=[C:25]([C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)[N:24]([CH2:34][C:35]([N:4]3[CH2:3][CH2:2][N:1]([C:7]4[N:14]=[CH:13][CH:12]=[CH:11][C:8]=4[C:9]#[N:10])[CH2:6][CH2:5]3)=[O:36])[N:23]=2)=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27372032-(Piperazin-1-yl)pyridine-3-carbonitrileHCID 86686520(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetyl chloride

Product 1

HCID 716674262-(4-(2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetyl)-pipera zin-1-yl)-nicotinonitrileYield 29.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

126 mg 2-piperazin-1-yl-nicotinonitrile was added to 216 mg (3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetyl chloride and 150 μL triethylamine in 10 mL dichlormethane. The reaction was stirred 1 day at RT, the solvant was evaporated and the residue was purified by HPLC to give 93 mg of the desired product. (M+H)+: 486

Workup

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

Sources & evidence

ORD record
ord-0071da91dd2d4ce4a0b89e7ce024dfd1
Source dataset
uspto-grants-2014_11
Patent number
US08889677B2

Reaction notes

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