Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylate → 5-Methyl-4-[2-(tetrahydro-pyran-4-yloxy)-pyridin-3-ylamino]-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

HRID 240666Notes

Reaction equation

HRID 240666 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:14][C:8]2[N:9]=[CH:10][N:11]=[C:12](Cl)[C:7]=2[C:6]=1[CH3:15])=[O:4].[O:16]1[CH2:21][CH2:20][CH:19]([O:22][C:23]2[C:28]([NH2:29])=[CH:27][CH:26]=[CH:25][N:24]=2)[CH2:18][CH2:17]1>>[CH3:1][O:2][C:3]([C:5]1[S:14][C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH:29][C:28]3[C:23]([O:22][CH:19]4[CH2:20][CH2:21][O:16][CH2:17][CH2:18]4)=[N:24][CH:25]=[CH:26][CH:27]=3)[C:7]=2[C:6]=1[CH3:15])=[O:4]

Participants

3

Reactant 2

HCID 2759834Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylateHCID 532566082-(tetrahydro-2H-pyran-4-yloxy)pyridin-3-amine

Product 1

HCID 461820865-Methyl-4-[2-(tetrahydro-pyran-4-yloxy)-pyridin-3-ylamino]-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

Procedure

Prepared analogously to 1.1 from 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester and 2-(tetrahydro-pyran-4-yloxy)-pyridin-3-ylamine.

Sources & evidence

ORD record
ord-7df5321078834fe8b80c24a4db1c086c
Source dataset
uspto-grants-2014_02
Patent number
US08648068B2

Reaction notes

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