HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → cis-1-{4-[4-(Octahydro-quinoline-1-carbonyl)-thiophen-2-yl]-piperidin-1-yl}-3-piperidin-1-yl-propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| 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 | cis-(Octahydro-quinolin-1-yl)-(5-piperidin-4-yl-thiophen-3-yl)-methanone | HCID 86646702 | — |
| Product | cis-1-{4-[4-(Octahydro-quinoline-1-carbonyl)-thiophen-2-yl]-piperidin-1-yl}-3-piperidin-1-yl-propan-1-one | HCID 86646706 | — |
Reaction Steps
To a solution of cis-(octahydro-quinolin-1-yl)-(5-piperidin-4-yl-thiophen-3-yl)-methanone (CC-033) (0.061 g, 0.18 mmol) in acetonitrile (1 mL) was added triethylamine (0.55 mmol), HATU (0.21 mmol) and 1-piperidinepropionic (0.21 mmol). The reaction mixture was stirred for 4 hours, and then water (1 mL) was added and the resulting solution was purified by HPLC, eluting with 10%-98% acetonitrile in water (containing 20 mM triethylamine). The fractions containing the desired product were concentrated under vacuum to give the title compound as a colourless oil (0.013 g). LCMS m/z 472.00 [M+H]+ RT=7.07 min (Analytical Method 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362008B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-840e85afdbaa47a587238cbde4419930 |
| Source note | uspto-grants-2013_01 |