HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2,3,4-Tetrahydroquinoline → HCID 86623713, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2,3,4-Tetrahydroquinoline | HCID 69460 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 605667-95-6 | HCID 21634039 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86623713 | HCID 86623713 | 63.6% |
Reaction Steps
HBTU (306 mg, 0.81 mmol) was added to a solution of tert-butyl(1-(4-carboxythiazol-2-yl)ethyl)carbamate (200 mg, 0.73 mmol) in DMF (5 ml) at room temperature. Diisopropylethylamine (0.26 ml, 190 mg, 1.5 mmol) and 1,2,3,4-tetrahydroquinoline (0.11 ml, 117 mg, 0.88 mmol) were added and the mixture was stirred for 18 h. The mixture was partitioned between ethyl acetate and 1N hydrochloric acid and separated. The organic layer was washed with water and brine, dried and reduced. Chromatography (45% EtOAc/55% hexanes) afforded tert-butyl(1-(4-(1,2,3,4-tetrahydroquinoline-1-carbonyl) thiazol-2-yl)ethyl)carbamate (180 mg, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365065B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-b040ea657353429199a343e3c38dcc68 |
| Source note | uspto-grants-2008_04 |