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

HRID 2042237Notes

Reaction equation

HRID 2042237 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[S:10][CH:9]=[C:8]([NH:11][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:24]1[CH2:29][CH2:28][N:27]([C:30]2[N:35]=[CH:34][C:33]([NH2:36])=[CH:32][CH:31]=2)[CH2:26][CH2:25]1>>[O:24]1[CH2:29][CH2:28][N:27]([C:30]2[N:35]=[CH:34][C:33]([NH:36][C:2]3[N:3]=[CH:4][C:5]4[S:10][CH:9]=[C:8]([NH:11][C:12]5[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=5)[C:6]=4[N:7]=3)=[CH:32][CH:31]=2)[CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 1040596-(Morpholino)pyridin-3-amineHCID 866732242-chloro-N-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-7-amine

Product 1

HCID 52932125N2-(6-Morpholinopyridin-3-yl)-N7-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-2,7-diamineYield 74.5%

Procedure

N2-(6-Morpholinopyridin-3-yl)-N7-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-2,7-diamine (21 mg, 74% yield) was prepared in the same manner as Step 10 of Example 1 using 2-chloro-N-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-7-amine (20 mg, 0.057 mmol) and 6-morpholinopyridin-3-amine (12 mg, 0.068 mmol).

Sources & evidence

ORD record
ord-fc77797d8716401d9aeba9cc21a09542
Source dataset
uspto-grants-2013_11
Patent number
US08586580B2

Reaction notes

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