3-(2,5-Dichloropyrimidin-4-yl)-1H-indole → 5-Chloro-4-(1H-indol-3-yl)-N-(2-methoxy-4-(4-(piperazin-1-yl)piperidin-1-yl)phenyl)pyrimidin-2-amine

HRID 1256027Notes

Reaction equation

HRID 1256027 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.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([N:29]2[CH2:34][CH2:33][CH:32]([N:35]3[CH2:40][CH2:39][N:38](C(OC(C)(C)C)=O)[CH2:37][CH2:36]3)[CH2:31][CH2:30]2)[CH:23]=[CH:24][C:25]=1[N+:26]([O-])=O>>[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:26][C:25]2[CH:24]=[CH:23][C:22]([N:29]3[CH2:34][CH2:33][CH:32]([N:35]4[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]4)[CH2:31][CH2:30]3)=[CH:21][C:20]=2[O:19][CH3:18])=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 566553763-(2,5-Dichloropyrimidin-4-yl)-1H-indole2×HCID 58071495tert-Butyl 4-(1-(3-methoxy-4-nitrophenyl)piperidin-4-yl)piperazine-1-carboxylate2×

Product 1

HCID 580714505-Chloro-4-(1H-indol-3-yl)-N-(2-methoxy-4-(4-(piperazin-1-yl)piperidin-1-yl)phenyl)pyrimidin-2-amine

Procedure

Starting materials: 3-(2,5-dichloropyrimidin-4-yl)-1H-indole (INTERMEDIATE 2) and tert-butyl 4-(1-(3-methoxy-4-nitrophenyl)piperidin-4-yl)piperazine-1-carboxylate (INTERMEDIATE 8).

Sources & evidence

ORD record
ord-394f9ea7a3b44af19d79f803c7426135
Source dataset
uspto-grants-2013_06
Patent number
US08461170B2

Reaction notes

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