6-(Morpholino)pyridin-3-amine → N7-Methyl-N2-(6-morpholinopyridin-3-yl)-N7-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-2,7-diamine

HRID 2042239Notes

Reaction equation

HRID 2042239 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[S:10][CH:9]=[C:8]([N:11]([CH3:24])[C:12]3[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=3)[C:6]=2[N:7]=1.[O:25]1[CH2:30][CH2:29][N:28]([C:31]2[N:36]=[CH:35][C:34]([NH2:37])=[CH:33][CH:32]=2)[CH2:27][CH2:26]1>>[CH3:24][N:11]([C:12]1[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=1)[C:8]1[C:6]2[N:7]=[C:2]([NH:37][C:34]3[CH:35]=[N:36][C:31]([N:28]4[CH2:27][CH2:26][O:25][CH2:30][CH2:29]4)=[CH:32][CH:33]=3)[N:3]=[CH:4][C:5]=2[S:10][CH:9]=1

Participants

3

Reactant 2

HCID 1040596-(Morpholino)pyridin-3-amineHCID 866732252-chloro-N-methyl-N-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-7-amine

Product 1

HCID 52932124N7-Methyl-N2-(6-morpholinopyridin-3-yl)-N7-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-2,7-diamineYield 76.7%

Procedure

N7-Methyl-N2-(6-morpholinopyridin-3-yl)-N7-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-2,7-diamine (16 mg, 76% yield) was prepared in the same manner as Step of Example 1 using 2-chloro-N-methyl-N-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-7-amine (15 mg, 0.041 mmol) and 6-morpholinopyridin-3-amine (9 mg, 0.049 mmol).

Sources & evidence

ORD record
ord-2f31b18d69a646ac9fcf17ecb7cc074b
Source dataset
uspto-grants-2013_11
Patent number
US08586580B2

Reaction notes

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