3-(2,5-Dichloropyrimidin-4-yl)-1H-indole → 5-chloro-N-[5-fluoro-2-methoxy-4-[4-(4-methylpiperazin-1-yl)-1-piperidyl]phenyl]-4-(1H-indol-3-yl)pyrimidin-2-amine

HRID 1256052Notes

Reaction equation

HRID 1256052 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][CH:9]=2)[C:5]([Cl:17])=[CH:4][N:3]=1.[F:18][C:19]1[C:20]([N:28]2[CH2:33][CH2:32][CH:31]([N:34]3[CH2:39][CH2:38][N:37]([CH3:40])[CH2:36][CH2:35]3)[CH2:30][CH2:29]2)=[CH:21][C:22]([O:26][CH3:27])=[C:23]([CH:25]=1)[NH2:24]>>[Cl:17][C:5]1[C:6]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][CH:9]=2)=[N:7][C:2]([NH:24][C:23]2[CH:25]=[C:19]([F:18])[C:20]([N:28]3[CH2:29][CH2:30][CH:31]([N:34]4[CH2:35][CH2:36][N:37]([CH3:40])[CH2:38][CH2:39]4)[CH2:32][CH2:33]3)=[CH:21][C:22]=2[O:26][CH3:27])=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 566553763-(2,5-Dichloropyrimidin-4-yl)-1H-indole2×HCID 580714395-Fluoro-2-methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)aniline2×

Product 1

HCID 580714845-chloro-N-[5-fluoro-2-methoxy-4-[4-(4-methylpiperazin-1-yl)-1-piperidyl]phenyl]-4-(1H-indol-3-yl)pyrimidin-2-amine

Procedure

Starting materials: 3-(2,5-dichloropyrimidin-4-yl)-1H-indole (INTERMEDIATE 2) and 5-Fluoro-2-methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)aniline (INTERMEDIATE 54).

Sources & evidence

ORD record
ord-f1a6fbf719a74114aef8f468ca9528a6
Source dataset
uspto-grants-2013_06
Patent number
US08461170B2

Reaction notes

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