HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)amino]methyl}cyclohexyl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl 3-ethyl-5-(1-methyl-1H-tetraazol-5-yl)phenylcarbamate | HCID 22252693 | — |
| Reactant | N-{[(1S,2R)-2-aminocyclohexyl]methyl}-(2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-amine | HCID 69423061 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)amino]methyl}cyclohexyl)urea | HCID 11752488 | 45.6% |
Reaction Steps
A mixture of N-{[(1S,2R)-2-aminocyclohexyl]methyl}-(2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-amine (60 mg, 217 μmol) and phenyl[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]carbamate (54 mg, 217 μmol) in acetonitrile (2 mL) was treated with triethylamine (75 μL, 540 μmol). After being stirred at room temperature for 18 hours, the mixture was concentrated under vacuum. The residue was purified by flash column chromatography, eluting with 5% methanol in dichloromethane containing 0.5% aqueous ammonia, to provide an amorphous solid (50 mg, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291744B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-737d17c08a5348a280ddcbd8bee30d7a |
| Source note | uspto-grants-2007_11 |