Ethyl 4-oxotetrahydrothiophene-3-carboxylate → HCID 178517533, compound

HRID 550781Notes

Reaction equation

HRID 550781 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]([NH2:11])=[NH:10])=[C:4]([F:12])[CH:3]=1.O=[C:14]1[CH2:18][S:17][CH2:16][CH:15]1[C:19](OCC)=[O:20].C[O-].[Na+]>CO>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[NH:11][C:14]3[CH2:18][S:17][CH2:16][C:15]=3[C:19](=[O:20])[N:10]=2)=[C:4]([F:12])[CH:3]=1

Participants

5

Reactant 3

HCID 310629Ethyl 4-oxotetrahydrothiophene-3-carboxylateHCID 10942334Sodium MethoxideHCID 59686263HCID 59686263, compound

Product 1

HCID 178517533HCID 178517533, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-chloro-2,5-difluorobenzenecarboxamidine, ethyl 4-oxotetrahydrothiophene-3-carboxylate, NaOMe, and MeOH was stirred at ambient temperature for 19 hours and then at 60° C. for 5 hours to yield 2-(4-chloro-2,5-difluorophenyl)-5,7-dihydrothieno[3,4-d]pyrimidin-4(1H)-one.

Sources & evidence

ORD record
ord-ffeaf0188cfd4d248591c48ead162a9a
Source dataset
uspto-grants-2011_05
Patent number
US07947690B2

Reaction notes

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