1-Methylpiperazine → 2-[Methyl(quinolin-6-yl)amino]-5-[4-(4-methylpiperazin-1-yl]benzamido)thiazole-4-carboxamide

HRID 512546Notes

Reaction equation

F[C:2]1[CH:30]=[CH:29][C:5]([C:6]([NH:8][C:9]2[S:13][C:12]([N:14]([CH3:25])[C:15]3[CH:16]=[C:17]4[C:22](=[CH:23][CH:24]=3)[N:21]=[CH:20][CH:19]=[CH:18]4)=[N:11][C:10]=2[C:26]([NH2:28])=[O:27])=[O:7])=[CH:4][CH:3]=1.[CH3:31][N:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1>CN1C(=O)CCC1>[CH3:25][N:14]([C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][CH:24]=1)[N:21]=[CH:20][CH:19]=[CH:18]2)[C:12]1[S:13][C:9]([NH:8][C:6](=[O:7])[C:5]2[CH:29]=[CH:30][C:2]([N:35]3[CH2:36][CH2:37][N:32]([CH3:31])[CH2:33][CH2:34]3)=[CH:3][CH:4]=2)=[C:10]([C:26]([NH2:28])=[O:27])[N:11]=1

Participants

Conditions

Temperature: 150 °C

Procedure

A mixture of 5-(4-fluorobenzamido)-2-[methyl(quinolin-6-yl)amino]thiazole-4-carboxamide (100 mg, 0.24 mmol) and 1-methyl-piperazine (110 mg, 1.10 mmol) in NMP (3 mL) was heated at 150° C. for 1.5 hrs. The reaction mixture was diluted with ice-water (5 mL), and the resulting solids were collected by filtration and washed successively with water and ether to give 0.065 g (54% yield) of the titled compound.

Workup

filtrationthe resulting solids were collected by filtration
washwashed successively with water and ether

Sources & evidence

ORD record: ord-a773945434774af6b71ac68e7d0446e7
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09102637B2

Reaction notes

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