HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl chloroformate → 3-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-1-methyl-1-(4-trifluoromethyl-cyclohexyl)-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 4-Methoxy-7-morpholinobenzo[d]thiazol-2-amine | HCID 11402861 | — |
| Reactant | N-methyl-4-(trifluoromethyl)cyclohexan-1-amine | HCID 11506560 | — |
| Reactant | (4-Methoxy-7-phenyl-benzothiazol-2-yl)-carbamic acid benzyl ester | HCID 86584926 | — |
| Product | 3-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-1-methyl-1-(4-trifluoromethyl-cyclohexyl)-urea | HCID 11397310 | 96% |
Reaction Steps
4-Methoxy-7-morpholin-4-yl-benzothiazol-2-ylamine was first reacted with phenyl chloroformate as described for (4-methoxy-7-phenyl-benzothiazol-2-yl)-carbamic acid benzyl ester in WO01/97786 and then with methyl-(4-trifluoromethyl-cyclohexyl)-amine. Usual workup, flash-chromatography (silica, eluent dichloromethane/methanol) and final evaporation of the solvent afforded the title compound as white crystals (96% yield), mp 157-167° C. MS: m/e=473(M+H+). Following the general method of example 1 the compounds of examples 2 to 12 were prepared.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07285548B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-b9815d7ee0374921b8684edf86176d09 |
| Source note | uspto-grants-2007_10 |