3-(2,5-Dichloropyrimidin-4-yl)-1H-indole → 2-Pyrimidinamine, N-[4-(4-amino-1-piperidinyl)-2-methoxy-5-methylphenyl]-5-chloro-4-(1H-indol-3-yl)-

HRID 1256039Notes

Reaction equation

HRID 1256039 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.[NH2:18][C:19]1[C:24]([O:25][CH3:26])=[CH:23][C:22]([N:27]2[CH2:32][CH2:31][CH:30]([NH:33]C(=O)OC(C)(C)C)[CH2:29][CH2:28]2)=[C:21]([CH3:41])[CH:20]=1>>[NH2:33][CH:30]1[CH2:31][CH2:32][N:27]([C:22]2[C:21]([CH3:41])=[CH:20][C:19]([NH:18][C:2]3[N:7]=[C:6]([C:8]4[C:16]5[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=5)[NH:10][CH:9]=4)[C:5]([Cl:17])=[CH:4][N:3]=3)=[C:24]([O:25][CH3:26])[CH:23]=2)[CH2:28][CH2:29]1

Participants

3

Reactant 2

HCID 566553763-(2,5-Dichloropyrimidin-4-yl)-1H-indole2×HCID 66710201HCID 66710201, compound2×

Product 1

HCID 580714252-Pyrimidinamine, N-[4-(4-amino-1-piperidinyl)-2-methoxy-5-methylphenyl]-5-chloro-4-(1H-indol-3-yl)-

Procedure

Starting materials: 3-(2,5-dichloropyrimidin-4-yl)-1H-indole (INTERMEDIATE 2) tert-butyl 1-(4-amino-5-methoxy-2-methylphenyl)piperidin-4-ylcarbamate (INTERMEDIATE 29).

Sources & evidence

ORD record
ord-c54f55ad808341e5926766eac9f41589
Source dataset
uspto-grants-2013_06
Patent number
US08461170B2

Reaction notes

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