HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl isocyanate → 4-(3-Cyclobutyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yloxy)-piperidine-1-carboxylic acid isopropyl amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl isocyanate | HCID 61277 | — |
| Reactant | 3-cyclobutyl-7-(piperidin-4-yloxy)-2,3,4,5-tetrahydro-1H-benzo[d]azepine | HCID 68506105 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(3-Cyclobutyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yloxy)-piperidine-1-carboxylic acid isopropyl amide | HCID 10385424 | — |
Reaction Steps
A solution of 3-cyclobutyl-7-(piperidin-4-yloxy)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (E6) (150 mg, 0.5 mmol) and isopropyl isocyanate (60 μL, 0.6 mmol) in dichloromethane (5 ml) was stirred at room temperature for 16 hours. The solution was concentrated in vacuo and the residue was purified by column chromatography eluting with dichloromethane then a mixture of 0.880 ammonia:ethanol:dichloromethane (1:9:90) to afford the title product (E66). MS (ES+) m/e 386 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207331B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-5e1d2d1d4b4d4f5d8a01fc84b3277e90 |
| Source note | uspto-grants-2012_06 |