HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropylamine → (1S,2R)-2-[4'-(2-Hydroxy-1-methyl-4-pyridin-3-yl-butoxy)-biphenyl-4-yl]-N-isopropylactamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 53784232 | HCID 53784232 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (1S,2R)-2-[4'-(2-Hydroxy-1-methyl-4-pyridin-3-yl-butoxy)-biphenyl-4-yl]-N-isopropylactamide | HCID 59970477 | 78.9% |
Reaction Steps
(1S,2R)-[4′-(2-Hydroxy-1-methyl-4-pyridin-3-yl-butoxy)-biphenyl-4-yl]-acetic acid (Example 55, 0.07 g), isopropylamine (0.012 g), 1-(3-dimethylaminopropyl)-3-ethylcarboiimide hydrochloride (0.038 g) and 1-hydroxybenzotriazole (0.027 g) were dissolved in dimethylformamide (2 ml) and stirred for 16 hours at room temperature. The dimethylformamide was removed by vacuum distillation, the residue dissolved in dichloromethane, filtered and purified by normal-phase HPLC eluting with a gradient of 0-10% ethanol in dichloromethane to give the title compound as a solid (0.061 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06300352B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-bc9801c979024f52902090cc0664b69b |
| Source note | uspto-grants-2001_10 |