HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 178498787, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Methyl azetidine-3-carboxylate | HCID 20132751 | — |
| Reactant | HCID 66926615 | HCID 66926615 | — |
| Product | HCID 178498787 | HCID 178498787 | 65.1% |
Reaction Steps
1-[6-(4-tert-Butyl-cyclohexyloxy)-quinolin-2-yl]-ethanone (68 mg, 0.00021 mol) and Azetidine-3-carboxylic acid methyl ester (23.9 mg, 0.000207 mol) was dissolved in Ethanol (0.50 mL, 0.0086 mol) and was heated to reflux for 2 hours. After cooling down to rt, Sodium cyanoborohydride (32.4 mg, 0.000516 mol) was added and was heated to reflux for 1 hour. After cooling down to rt and concentration, the mixture was dissolved into DCM and quenched with NEt3 and concentrated. The residue was chromatographed with MeOH/CH2Cl2 to give product (57.2 mg, 65%). LCMS 1.66 min, at m/z 425.30 ([M+1], 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09186367B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-ed8b8d0b51b940aea75e9adc1abcd086 |
| Source note | uspto-grants-2015_11 |