HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 71186489, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(Bromomethyl)-4-(trifluoromethyl)benzene | HCID 123062 | — |
| Reactant | HCID 71186306 | HCID 71186306 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 71186489 | HCID 71186489 | 92.9% |
Reaction Steps
To a solution of methyl 4-(1-(3-azabicyclo[4.1.0]heptane-4-carboxamido)cyclopropyl)benzoate (racemic mixture) (D100) (155 mg, 0.49 mmol) in dry MeCN (4 ml), Cs2CO3 (241 mg, 0.74 mmol) and 4-(trifluoromethyl)-benzylbromide (0.09 ml, 0.59 mmol) were added in sequence and the resulting mixture was stirred at RT for 4 hrs. The residue obtained after solvent evaporation was loaded on Biotage SNAP-Si column (25 g) eluting with a mixture cHex/EtOAc from 65/35 to 40/60. Collected fractions after solvent evaporation afforded the title compound (D139) (racemic mixture) (215 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181279B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-62b54d0d557841b094b1d886c7fb787e |
| Source note | uspto-grants-2015_11 |