Ethyl 4-chloro-6-methyl-2-(methylsulfanyl)pyrimidine-5-carboxylate → ethyl 4-({3-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]phenyl}amino)-6-methyl-2-(methylthio)-5-pyrimidinecarboxylate

HRID 390045Notes

Reaction equation

HRID 390045 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][N:10]2[C:18](=[O:19])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:20])[CH:5]=[CH:6][CH:7]=1.Cl[C:22]1[C:27]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[C:26]([CH3:33])[N:25]=[C:24]([S:34][CH3:35])[N:23]=1>>[O:20]=[C:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:18](=[O:19])[N:10]1[CH2:9][CH2:8][C:4]1[CH:3]=[C:2]([NH:1][C:22]2[C:27]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[C:26]([CH3:33])[N:25]=[C:24]([S:34][CH3:35])[N:23]=2)[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 22225416Ethyl 4-chloro-6-methyl-2-(methylsulfanyl)pyrimidine-5-carboxylateHCID 672195832-[2-(3-aminophenyl)ethyl]-1H-isoindole-1,3(2H)-dione

Product 1

HCID 58296311ethyl 4-({3-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]phenyl}amino)-6-methyl-2-(methylthio)-5-pyrimidinecarboxylate

Procedure

The compound was prepared from 2-[2-(3-aminophenyl)ethyl]-1H-isoindole-1,3(2H)-dione and ethyl 4-chloro-6-methyl-2-(methylthio)-5-pyrimidinecarboxylate following a synthetic route similar to that described for intermediate 11.

Sources & evidence

ORD record
ord-ae25728930674a4e9ca2f66619d4c85d
Source dataset
uspto-grants-2013_02
Patent number
US08383635B2

Reaction notes

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