HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanecarbonyl chloride → N-{3-Cyano-2-[(2-ethylbutanoyl)amino]-4,5,6,7-tetrahydro-1-benzothien-6-yl}-N-[1-(hydroxymethyl)-2,2-dimethylpropyl]cyclohexanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-(3-Cyano-6-{[1-(hydroxymethyl)-2,2-dimethylpropyl]amino}-4,5,6,7-tetrahydro-1-benzothien-2-yl)-2-ethylbutanamide | HCID 58962825 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-{3-Cyano-2-[(2-ethylbutanoyl)amino]-4,5,6,7-tetrahydro-1-benzothien-6-yl}-N-[1-(hydroxymethyl)-2,2-dimethylpropyl]cyclohexanecarboxamide | HCID 10028982 | — |
Reaction Steps
To a solution of the intermediate isolated in Step A in 5.0 mL of dichloromethane was added 0.175 mL (1.00 mmol) of di-isopropylethylamine and 0.041 mL (0.280 mmol) of cyclohexanecarbonyl chloride. After stirring 16 h at ambient temperate, the reaction mixture was concentrated in vacuo, and purified by preparative reversed phase HPLC, affording the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07273876B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-9fcd42c3b14d4dc2aecf5e63b8d6c034 |
| Source note | uspto-grants-2007_09 |