HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 1-{4-[4-(Azepane-1-carbonyl)-thiophen-2-yl]-3,6-dihydro-2H-pyridin-1-yl}-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Azepan-1-yl-[5-(1,2,3,6-tetrahydro-pyridin-4-yl)-thiophen-3-yl]-methanone | HCID 59542518 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-{4-[4-(Azepane-1-carbonyl)-thiophen-2-yl]-3,6-dihydro-2H-pyridin-1-yl}-ethanone | HCID 42644831 | 33.8% |
Reaction Steps
To a solution of azepan-1-yl-[5-(1,2,3,6-tetrahydro-pyridin-4-yl)-thiophen-3-yl]-methanone (0.023 g, 0.08 mmol) in DCM (1 mL) was added triethylamine (0.27 mmol) and acetyl chloride (0.11 mmol). The reaction mixture was stirred for 1 hour, and then the solvent evaporated. The product was purified by HPLC, eluting with 10%-98% acetonitrile in water (0.1% formic acid). The fractions containing the desired product were concentrated under vacuum to give the title compound as a colourless oil (0.009 g). LCMS m/z 333.11 [M+H]+ RT=8.18 min (Analytical Method 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362008B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-568c47a4a71249568d21d93cf97807f7 |
| Source note | uspto-grants-2013_01 |