HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → [1-(4-Fluoro-phenylcarbamoyl)-4-(4-isopropyl-phenylcarbamoyl)-piperidin-4-yl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluorophenyl isocyanate | HCID 70955 | — |
| Reactant | [4-(4-Isopropyl-phenylcarbamoyl)-piperidin-4-yl]-carbamic acid tert-butyl ester | HCID 66921345 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [1-(4-Fluoro-phenylcarbamoyl)-4-(4-isopropyl-phenylcarbamoyl)-piperidin-4-yl]-carbamic acid tert-butyl ester | HCID 66921340 | 77.2% |
Reaction Steps
A mixture of 36 mg (0.1 mmol) [4-(4-Isopropyl-phenylcarbamoyl)-piperidin-4-yl]-carbamic acid tert-butyl ester, 16.5 mg (0.12 mmol) 4-fluorophenyl isocyanate and 32 mg (0.31 mmol) NEt3 in 1 mL DCM was shaken at room temperature over night. After evaporation to dryness the residue was subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and HCOOH. The product containing fractions were evaporated to yield 38.5 mg (77%) of the title compound. MS (m/e): 499.3 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399676B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-bfb8488c8f0a46aab38bc7203deb24ec |
| Source note | uspto-grants-2013_03 |