HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 89813933, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 89815242 | HCID 89815242 | — |
| Reactant | HCID 89815589 | HCID 89815589 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 89813933 | HCID 89813933 | 38.1% |
Reaction Steps
A solution of 5-(2-bromo-5-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (Intermediate T, 0.200 g, 0.509 mmol), N-(5-fluorothiazol-2-yl)-1H-imidazole-1-sulfonamide (Intermediate N, 0.506 g, 2.037 mmol), and triethylamine (1.420 ml, 10.19 mmol) in 3 mL THF was heated to 80° C. for 30 minutes. The reaction mixture was diluted with EtOAc and washed with 1N citric acid. The organics were dried over MgSO4 and concentrated. Purification of the resulting residue by silica gel column chromatography (0 to 100% EtOAc/heptane) gave 5-(2-bromo-5-(trifluoromethyl)phenyl)-N-(5-fluorothiazol-2-yl)-3,4-dihydroisoquinoline-2(1H)-sulfonamide (0.104 g, 0.194 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051311B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-e03720d0777a4c4ba5050d9fa6b8c2b0 |
| Source note | uspto-grants-2015_06 |