HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67114202, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 67114178 | HCID 67114178 | — |
| Reactant | HCID 67114406 | HCID 67114406 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | HCID 67114202 | HCID 67114202 | 72.6% |
Reaction Steps
A mixture of trans-2-(6-fluoro-pyridin-2yl)-cyclopropanecarboxylic acid (˜0.9 mmol) in thionyl chloride (2 mL) was heated at reflux for overnight. The mixture was concentrated and dried under high vacuum for 2 h. Then the residue was dissolved in DCM (4 mL) and added dropwise to a solution of {1-[(4-Bromo-phenylamino)-methyl]-cyclopentyl}-carbamic acid tert-butyl ester (370 mg, 1 mmol) and triethyl amine (280 uL) in DCM (4 mL). The resulting mixture was stirred at rt for over night. The reaction mixture was subjected to flash column directly (20% EtOAc in hexane) to give the desired product as a white solid (348 mg, ˜70%). MS (MH+ 532 and 534).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426414B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-d139b07ebf08423cbe28498f55ad7090 |
| Source note | uspto-grants-2013_04 |