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

HRID 1256028Notes

Reaction equation

HRID 1256028 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:21]=[C:22]([N:29]2[CH2:34][CH2:33][CH:32]([N:35](C)[C:36](=O)OC(C)(C)C)[CH2:31][CH2:30]2)[CH:23]=[CH:24][C:25]=1[N+:26]([O-])=O>>[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:26][C:25]3[CH:24]=[CH:23][C:22]([N:29]4[CH2:34][CH2:33][CH:32]([NH:35][CH3:36])[CH2:31][CH2:30]4)=[CH:21][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 58071488HCID 58071488, compound2×

Product 1

HCID 667101144-(1H-Indol-3-yl)-N-(2-methoxy-4-(4-(methylamino)piperidin-1-yl)phenyl)-5-methylpyrimidin-2-amine

Procedure

Starting materials: 3-(2-chloro-5-methylpyrimidin-4-yl)-1H-indole (INTERMEDIATE 1) and tert-butyl 1-(3-methoxy-4-nitrophenyl)piperidin-4-yl(methyl)carbamate (INTERMEDIATE 10).

Sources & evidence

ORD record
ord-c26f8db48c96400aabcbe3a661c27a7e
Source dataset
uspto-grants-2013_06
Patent number
US08461170B2

Reaction notes

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