Pyridine → HCID 9913551, compound

HRID 991424Notes

Reaction equation

P(Cl)(Cl)(Cl)=O.[NH2:6][C:7]1[CH:8]=[C:9]([NH:14][C:15](=[O:24])[C:16]2[CH:21]=[CH:20][C:19]([C:22]#[N:23])=[CH:18][CH:17]=2)[CH:10]=[CH:11][C:12]=1[Cl:13].[F:25][C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][C:34]=1[N:35]1[CH2:40][CH2:39][N:38]([CH3:41])[CH2:37][CH2:36]1)[C:29](O)=[O:30].N1C=CC=CC=1>O>[Cl:13][C:12]1[CH:11]=[CH:10][C:9]([NH:14][C:15](=[O:24])[C:16]2[CH:21]=[CH:20][C:19]([C:22]#[N:23])=[CH:18][CH:17]=2)=[CH:8][C:7]=1[NH:6][C:29](=[O:30])[C:28]1[CH:32]=[CH:33][C:34]([N:35]2[CH2:36][CH2:37][N:38]([CH3:41])[CH2:39][CH2:40]2)=[C:26]([F:25])[CH:27]=1

Participants

Conditions

Temperature: -10 °C

Procedure

Phosphoryl chloride (0.1 I ml) was added dropwise to a stirred mixture of N-(3-amino-4-chlorophenyl)-4-cyanobenzamide (0.2 g), 3-fluoro-4-(4-methylpiperazin-1-yl)benzoic acid (0.26 g) and pyridine (2 ml) which had been cooled to −10° C. The reaction mixture was allowed to warm to ambient temperature and was stirred for 16 hours. The mixture was diluted with water and was stirred overnight. The precipitate was isolated, washed with diethyl ether and dried under vacuum at 55° C. There was thus obtained the title compound as a solid (0.212 g);

Workup

temperatureto warm to ambient temperature
stirringwas stirred overnight
customThe precipitate was isolated
washwashed with diethyl ether
customdried under vacuum at 55° C

Sources & evidence

ORD record: ord-6613b5c28c2e4e5bbd122753fc54fe4b
Source dataset: uspto-grants-2002_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06465455B1

Reaction notes

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