Hydrochloric Acid → 4-(4-Fluoro-2-methoxy-phenylamino)-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

HRID 532272Notes

Reaction equation

HRID 532272 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].[F:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[C:19]([O:24][CH3:25])[CH:18]=1.Cl>O1CCOCC1>[CH3:1][O:2][C:3]([C:5]1[S:14][C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH:21][C:20]3[CH:22]=[CH:23][C:17]([F:16])=[CH:18][C:19]=3[O:24][CH3:25])[C:7]=2[C:6]=1[CH3:15])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2759834Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylateHCID 135322284-Fluoro-2-methoxyaniline

Product 1

HCID 584132954-(4-Fluoro-2-methoxy-phenylamino)-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

4-Chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (15.0 g), 4-fluoro-2-methoxyaniline (9.5 g), 4M hydrochloric acid in dioxane (4.5 ml) and dioxane (100.0 ml) were stirred at 100° C. overnight. Then the mixture was filtrated and the solid was dried in vacuo.

Workup

  1. filtrationThen the mixture was filtrated
  2. customthe solid was dried in vacuo

Sources & evidence

ORD record
ord-7c8f94e145f6405a85e6717d075199d6
Source dataset
uspto-grants-2014_10
Patent number
US08853193B2

Reaction notes

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