Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 86654948 | HCID 86654948 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86654950 | HCID 86654950 | — |
Reaction Steps
To a solution of 3-[3-(4-methoxycarbonyl-thiophen-3-yl)-ureido]-1-thiophen-3-yl-methyl-5-trifluoromethyl-1H-indole-2-carboxylic acid tert-butyl ester 1H (1.50 g, 2.59 mmol) in anhydrous methanol (10 mL) was added a 0.5 M solution of sodium methoxide (7.8 mL, 3.90 mmol). The reaction mixture was heated in a microwave reactor at 100° C. for 20 minutes. Ethyl acetate (100 mL) was added and the organic layer was washed with 1 N hydrochloric acid and brine. The organic layer was dried over sodium sulfate. The organic solvent was evaporated under reduced pressure to provide 3-(2,4-dioxo-1,2-dihydro-4H-thieno[3,4-d]pyrimidin-3-yl)-1-thiophen-3-yl-methyl-5-trifluoromethyl-1H-indole-2-carboxylic acid tert-butyl ester 1J which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765757B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-7af0cfb2f8cb43858756cdd9b6357549 |
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| Source note | uspto-grants-2014_07 |
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