HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formic Acid → HCID 59619232, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | (1R,2R,4S)-4-(4-Bromo-2-trifluoromethyl-benzenesulfonyl)-2-trityloxymethyl-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide | HCID 66918641 | — |
| Product | HCID 59619232 | HCID 59619232 | 25% |
Reaction Steps
A mixture of (1R,2R,4S)-4-(4-bromo-2-trifluoromethyl-benzenesulfonyl)-2-trityloxymethyl-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide (example 152 step 7, 10 mg) in concentrated formic acid (0.2 mL) was stirred at room temperature during 1.5 h. The reaction mixture was partitioned between ethyl acetate and a saturated aqueous solution of sodium hydrogenocarbonate. The organic layer was washed with water, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel with a gradient of cyclohexane:ethyl acetate (3:1 to 1:1 v/v) as eluant to afford the title compound (2 mg, 25%) as a colorless oil. MS (EI): 524 (M)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07893099B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-fd55ce3f06df4138b6babac033916f09 |
| Source note | uspto-grants-2011_02 |