1-Methylpiperazine → 5-[4-(4-Methylpiperazin-1-yl)benzamido]-2-(quinolin-6-ylamino)thiazole-4-carboxamide

HRID 512541Notes

Reaction equation

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

Participants

Conditions

Temperature: 150 °C

Procedure

A mixture of 5-(4-fluorobenzamido)-2-(quinolin-6-ylamino)thiazole-4-carboxamide (90 mg, 0.22 mmol) and 1-methyl-piperazine (110 mg, 1.10 mmol) in NMP (3 mL) was heated at 150° C. for 1.5 h. The reaction mixture was diluted with ice-water (5 mL), and the resulting solids were collected by filtration and washed successively with water, ether and dried to give 0.049 g (45% yield) of the titled compound.

Workup

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

Sources & evidence

ORD record: ord-ea320fb378c147d496589bd0072117e7
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09102637B2

Reaction notes

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