HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 44412733, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Thiophenecarbonyl chloride | HCID 78928 | — |
| Reactant | HCID 69313808 | HCID 69313808 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 44412733 | HCID 44412733 | 55% |
Reaction Steps
To a mixture of 8-(3-piperidin-1-yl-propoxy)-1,2,3,4-tetrahydro-isoquinoline dihydrochloride salt (300 mg, 0.86 mmol) and NEt3 (0.36 mL, 2.6 mmol) in CH2Cl2 (10 mL) is added 2-thiophene carbonyl chloride (0.10 mL, 0.95 mmol). After stirring at room temperature overnight, the mixture is partitioned between EtOAc and water. The organic phase is washed with brine, dried (MgSO4), and concentrated. The residue is purified by flash chromatography [Biotage 40S SiO2, elute 20% (90/10/1 CH2Cl2/MeOH/NH4OH)/80% CH2Cl2 to 100% (90/10/1 CH2Cl2/MeOH/NH4OH)] to yield the title compound as a yellow oil (0.181 g, 55%). MS (ES+) 385.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07314937B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-c1e841e53495436e996fcc8635ae6caf |
| Source note | uspto-grants-2008_01 |