Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | HCID 59631951 | HCID 59631951 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59632117 | HCID 59632117 | 51% |
Reaction Steps
To a solution of tert-butyl 2-(3-(5-(1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)thiophen-2-yl)phenoxy)-2-methylpropanoate (47 mg, 84 μmol) in dichloromethane (0.5 mL) was added formic acid (1.0 mL). The resulting pale orange solution was allowed to stir at ambient temperature. After 5 hours at ambient temperature, LC/MS analysis of the reaction showed ˜5% of the starting ester remaining. After 7 hours stirring at ambient temperature the reaction mixture was concentrated under reduced pressure to afford crude product. This material was purified by flash column chromatography eluting with a gradient from CH2Cl2 to 10% MeOH/CH2Cl2 to afford 2-(3-(5-(1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)thiophen-2-yl)phenoxy)-2-methylpropanoic acid (21.7 mg, 51% yield) as an off white foam. MS(ES): 509 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703805B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-3bfd1395956d41e197a5ed38864c969f |
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| Source note | uspto-grants-2014_04 |
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