HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 178502708, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | 1-Methoxymethanamine | HCID 17778177 | — |
| Reactant | HCID 178484854 | HCID 178484854 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178502708 | HCID 178502708 | 94.5% |
Reaction Steps
250 mg (0.59 mmol) trans-4-{4-[Methyl-(4-trifluoromethyl-benzenesulfonyl)-amino]-cyclohexyloxy}-butyric acid in 7 ml CH2Cl2 were treated with 0.33 ml (2.95 mmol) NMM, 18 mg (0.12 mmol, 0.2 eq) HOBT, 147 mg (0.77 mmol, 1.3 eq) EDCI.hydrochloride and 127 mg (1.3 mmol, 2.2 eq) N-Methoxymethylamine.hydro-chloride. The mixture was stirred at RT for 3 h, was acidified by adding 1M KHSO4 and extracted with CH2Cl2. The combined organic phases were washed with brine, dried over Na2SO4 and evaporated to yield 260 mg (94%) trans-N-Methoxy-N-methyl-4-{4-[methyl-(4-trifluoromethyl-benzenesulfonyl)-amino]-cyclohexyloxy}-butyramide as light yellow oil, MS: 467 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06858651B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-ecebf2d422eb4eb7adba2f35ed9042fc |
| Source note | uspto-grants-2005_02 |