Triethylamine → 1-(3-Methylpyrazin-2-yl)-4-[4-[[7-(trifluoromethyl)-4-quinolinyl]amino]benzoyl]piperazine

HRID 1863011Notes

Reaction equation

HRID 1863011 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:14]3[CH:27]=[CH:26][C:17]([C:18]([N:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)=[O:19])=[CH:16][CH:15]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.Cl[C:31]1[C:36]([CH3:37])=[N:35][CH:34]=[CH:33][N:32]=1.C(N(CC)CC)C>C(O)CO>[CH3:37][C:36]1[C:31]([N:23]2[CH2:24][CH2:25][N:20]([C:18](=[O:19])[C:17]3[CH:26]=[CH:27][C:14]([NH:13][C:7]4[C:6]5[C:11](=[CH:12][C:3]([C:2]([F:1])([F:28])[F:29])=[CH:4][CH:5]=5)[N:10]=[CH:9][CH:8]=4)=[CH:15][CH:16]=3)[CH2:21][CH2:22]2)=[N:32][CH:33]=[CH:34][N:35]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 66769Pyrazine, 2-chloro-3-methyl-HCID 30552431-Piperazinyl(4-((7-(trifluoromethyl)-4-quinolinyl)amino)phenyl)methanone

Product 1

HCID 203928881-(3-Methylpyrazin-2-yl)-4-[4-[[7-(trifluoromethyl)-4-quinolinyl]amino]benzoyl]piperazine

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

In the manner given in Example 6, a mixture of 4-[4-[[7-(trifluoromethyl)-4-quinolinyl]amino]benzoyl]piperazine, 2-chloro-3-methylpyrazine and triethylamine is heated in ethylene glycol at 75° to 95° C. to give 1-(3-methylpyrazin-2-yl)-4-[4-[[7-(trifluoromethyl)-4-quinolinyl]amino]benzoyl]piperazine.

Sources & evidence

ORD record
ord-0cba007e203c4294a675a627ce89f328
Source dataset
uspto-grants-1979_09
Patent number
US04167567

Reaction notes

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