HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-dimethyl-N-prop-2-ynyl-propionamide → HCID 86622782, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-dimethyl-N-prop-2-ynyl-propionamide | HCID 11051729 | — |
| Reactant | 7-Chloro-3-(2,2,2-trifluoroacetyl)-6-trifluoromethylsulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine | HCID 57447747 | — |
| Solvent | triethylamine N,N-dimethylformamide | HCID 22056947 | — |
| Product | HCID 86622782 | HCID 86622782 | 58% |
Reaction Steps
Use a method similar to the General Procedure 3 to couple 7-chloro-3-(2,2,2-trifluoroacetyl)-6-trifluoromethanesulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine (212 mg, 0.5 mmol) and 2,2-dimethyl-N-prop-2-ynyl-propionamide (139 mg, 1 mmol) (prepared by following the procedure described in Org. Lett. 2004, 6, 3593) in DMF/triethylamine (5:1, 6 mL). Purify by chromatography on silica gel eluting with hexane/EtOAc (10:1 to 7:3 gradient) to obtain 7-chloro-6-[3-(2,2-dimethyl-propionylamino)-prop-1-ynyl]-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (120 mg, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420631B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-aac2e034cbd04721b28f46fd9d70f6e1 |
| Source note | uspto-grants-2013_04 |