HuagongsheHuagongshe Chemistry Print Report · For research reference only
Decahydroquinoline → HCID 86646712, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Decahydroquinoline | HCID 92911 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 5-Bromothiophene-3-carboxylic acid | HCID 12039978 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86646712 | HCID 86646712 | — |
Reaction Steps
5-Bromo-thiophene-3-carboxylic acid (0.44 g, 2.18 mmol) was dissolved in acetonitrile (3 mL) and decahydroquinoline (a 3:2 mixture of cis- to trans-isomers; 2 mL) then HATU (2.18 mmol) was added. The reaction mixture was stirred overnight, and then the solvent evaporated and the residue purified by flash chromatography on silica eluting with 0-50% ethyl acetate in cyclohexane. The fractions containing the desired cis-product were concentrated under vacuum to give the title compound (0.63 g) as a colourless gum. LCMS m/z 330.36 [M+H]+ R.T.=4.09 min. (Analytical Method 5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614209B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-7dc9540b0b9f4f70b3936e89ff25c904 |
| Source note | uspto-grants-2013_12 |