2-Chloro-4-(4-methylpiperazin-1-yl)aniline → N-(3-(2-((2-chloro-4-(4-methyl-1-piperazinyl)phenyl)amino)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)-2-propenamide

HRID 527428Notes

Reaction equation

HRID 527428 reaction equation
Cl[C:2]1C=C(N2CCN(C)CC2)C=C[C:3]=1N.[Cl:16][C:17]1[CH:22]=[C:21]([N:23]2[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]2)[CH:20]=[CH:19][C:18]=1[NH:30][C:31]1[N:32]=[CH:33][C:34]2[CH:40]=[CH:39][C:38](=[O:41])[N:37]([C:42]3[CH:43]=[C:44]([NH:48][C:49](=O)[O:50]C(C)(C)C)[CH:45]=[CH:46][CH:47]=3)[C:35]=2[N:36]=1>>[Cl:16][C:17]1[CH:22]=[C:21]([N:23]2[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]2)[CH:20]=[CH:19][C:18]=1[NH:30][C:31]1[N:32]=[CH:33][C:34]2[CH:40]=[CH:39][C:38](=[O:41])[N:37]([C:42]3[CH:43]=[C:44]([NH:48][C:49](=[O:50])[CH:2]=[CH2:3])[CH:45]=[CH:46][CH:47]=3)[C:35]=2[N:36]=1

Participants

3

Reactant 2

HCID 574160942-Chloro-4-(4-methylpiperazin-1-yl)anilineHCID 86732035tert-Butyl (3-(2-((2-chloro-4-(4-methylpiperazin-1-yl)phenyl)amino)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)carbamate

Product 1

HCID 78318939N-(3-(2-((2-chloro-4-(4-methyl-1-piperazinyl)phenyl)amino)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)-2-propenamide

Procedure

The title compound was prepared according to the procedures described for Example 1, starting from 2-chloro-4-(4-methylpiperazin-1-yl)aniline (Aurum Pharmatech LLC, Wowell, N.J.). tert-Butyl (3-(2-((2-chloro-4-(4-methylpiperazin-1-yl)phenyl)amino)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)carbamate (15a): m/z (ESI, +ve ion) 562.0 (M+H)+.

Sources & evidence

ORD record
ord-6f2c82b26baa447095d3009e341a0a77
Source dataset
uspto-grants-2016_05
Patent number
US09346801B2

Reaction notes

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