Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylate → Methyl 5-methyl-4-(2-(1,1,1-trifluoropropan-2-yloxy)pyridin-3-ylamino)thieno[2,3-d]pyrimidine-6-carboxylate

HRID 532285Notes

Reaction equation

HRID 532285 reaction equation
[F:1][C:2]([F:14])([F:13])[CH:3]([O:5][C:6]1[C:11]([NH2:12])=[CH:10][CH:9]=[CH:8][N:7]=1)[CH3:4].[CH3:15][O:16][C:17]([C:19]1[S:28][C:22]2[N:23]=[CH:24][N:25]=[C:26](Cl)[C:21]=2[C:20]=1[CH3:29])=[O:18]>>[CH3:29][C:20]1[C:21]2[C:26]([NH:12][C:11]3[C:6]([O:5][CH:3]([CH3:4])[C:2]([F:1])([F:13])[F:14])=[N:7][CH:8]=[CH:9][CH:10]=3)=[N:25][CH:24]=[N:23][C:22]=2[S:28][C:19]=1[C:17]([O:16][CH3:15])=[O:18]

Participants

3

Reactant 2

HCID 2759834Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylateHCID 58413331HCID 58413331, compound

Product 1

HCID 58413383Methyl 5-methyl-4-(2-(1,1,1-trifluoropropan-2-yloxy)pyridin-3-ylamino)thieno[2,3-d]pyrimidine-6-carboxylate

Conditions

Temperature
110 °C

Procedure

Prepared analogously to example 1.1 by heating under microwave irradiation at 110° C. using 2-(1,1,1-trifluoropropan-2-yloxy)pyridin-3-amine and 4-Chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

Workup

  1. customPrepared analogously to example 1.1

Sources & evidence

ORD record
ord-1716bfd95b2c4d68bd0c4f74afedf5c1
Source dataset
uspto-grants-2014_10
Patent number
US08853193B2

Reaction notes

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