3-(2-Chloro-5-methylpyrimidin-4-yl)-1H-indole → 4-(1H-Indol-3-yl)-N-(2-methoxy-5-methyl-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)phenyl)-5-methylpyrimidin-2-amine

HRID 1256036Notes

Reaction equation

HRID 1256036 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]([CH3:17])=[CH:4][N:3]=1.[CH3:18][O:19][C:20]1[CH:26]=[C:25]([N:27]2[CH2:32][CH2:31][CH:30]([N:33]3[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]3)[CH2:29][CH2:28]2)[C:24]([CH3:40])=[CH:23][C:21]=1[NH2:22]>>[NH:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([C:6]2[C:5]([CH3:17])=[CH:4][N:3]=[C:2]([NH:22][C:21]3[CH:23]=[C:24]([CH3:40])[C:25]([N:27]4[CH2:32][CH2:31][CH:30]([N:33]5[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]5)[CH2:29][CH2:28]4)=[CH:26][C:20]=3[O:19][CH3:18])[N:7]=2)=[CH:9]1

Participants

3

Reactant 2

HCID 580714243-(2-Chloro-5-methylpyrimidin-4-yl)-1H-indole2×HCID 580714632-Methoxy-5-methyl-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)aniline2×

Product 1

HCID 580714404-(1H-Indol-3-yl)-N-(2-methoxy-5-methyl-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)phenyl)-5-methylpyrimidin-2-amine

Procedure

Starting materials: 3-(2-chloro-5-methylpyrimidin-4-yl)-1H-indole (INTERMEDIATE 1) and 2-methoxy-5-methyl-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)aniline (INTERMEDIATE 26).

Sources & evidence

ORD record
ord-8a53298d82194cc584ff4fa3e0092665
Source dataset
uspto-grants-2013_06
Patent number
US08461170B2

Reaction notes

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