HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylpropylamine → HCID 178457234, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylpropylamine | HCID 12315 | — |
| Reactant | HCID 178485964 | HCID 178485964 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 178457234 | HCID 178457234 | 81.2% |
Reaction Steps
A solution of 235 mg (corresponds to 0.5 mmol) of trans-Methanesulfonic acid 3-{4-[(4-chloro-phenoxycarbonyl)-methyl-amino]-cyclohexyl}-prop-2-ynyl ester in 2.5 ml of DMA as cooled at 0° C., treated with 0.76 ml (1 mmol) of N-methylpropylamine and stirred over night at RT. The solvent was evaporated and the residue extracted with aqueous saturated NaHCO3/Et2O (3×). The organic phase was dried with Na2SO4, filtered and evaporated. Purification by flash column chromatography on silica gel (CH2Cl2/MeOH 98:2) gave 153 mg (81%) of pure trans-Methyl-{4-[3-(methyl-propyl-amino)-prop-1-ynyl]-cyclohexyl}-carbamic acid 4-chloro-phenyl ester, MS: 377 (MH+, 1Cl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07335687B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-d072c63706b543fd969369358078ba8d |
| Source note | uspto-grants-2008_02 |