HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 178445765, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 4-Piperidinecarboxylic acid | HCID 3773 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 2-(4-Tert-butyl-cyclohexyloxy)-quinoline-6-carbaldehyde | HCID 86668417 | — |
| Product | HCID 178445765 | HCID 178445765 | 16% |
Reaction Steps
To the solution of 2-(4-tert-butyl-cyclohexyloxy)-quinoline-6-carbaldehyde (350 mg, 1.1 mmol) and piperidine-4-carboxylic acid (145 mg, 1.12 mmol) in ethanol (8 mL, 100 mmol) was heated to reflux for 2 h. The yellow solution was cooled to rt and sodium cyanoborohydride (84.8 mg, 1.35 mmol) was added and was heated to reflux for 1 h. After cooled down to rt, citric acid was added and concentrated down. The solid was suspended in water and filtrate, and the collected solid was washed thoroughly with water. HPLC purification of the solid gives the product. 77 mg, yield: 16%. ESI-MS (M+1)+: 425.00.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340527B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-dd87ff43f80343518822a72fd3858dd6 |
| Source note | uspto-grants-2016_05 |