HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 58924815, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Decahydroquinoline | HCID 92911 | — |
| Reactant | PyBroP | HCID 2733179 | — |
| Reactant | 2-Bromo-1,3-thiazole-4-carboxylic acid | HCID 2763209 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58924815 | HCID 58924815 | 86% |
Reaction Steps
A solution of 2-bromo-thiazole-4-carboxylic acid (Intermediate 3; 21.2 mmol), decahydroquinoline (3.54 g, 25.4 mmol), DIPEA (7.4 mL, 42.4 mmol), and PyBrop (11.9 g, 25.4 mmol) in dry DCM (70 mL) was stirred overnight at room temperature. The mixture was extracted with DCM and water three times. The combined DCM extracts were evaporated, and the residue was chromatographed on silica, eluting with EtOAc/Hexane (0-10% gradient) to give (2-bromo-thiazol-4-yl)-(octahydro-quinolin-1-yl)-methanone (6.0 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07645773B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-3fa3258abb2c49e39c6315a0ebe97abb |
| Source note | uspto-grants-2010_01 |