HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Trifluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3-Hydroxy-2-methyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propionic acid methyl ester | HCID 69596411 | — |
| Reactant | KOH NH2OH MeOH | HCID 86760235 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | 3,N-Dihydroxy-2-methyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propionamide | HCID 10361537 | — |
Reaction Steps
3-Hydroxy-2-methyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propionic acid methyl ester (0.10 g, 0.27 mmol) was added to a solution of KOH/NH2OH/MeOH (2 mL) under a nitrogen atmosphere at room temperature. The reaction was stirred for 1 h and was acidified with TFA. The solution was concentrated and the product was purified by HPLC on a C-18 column eluting with an acetonitrile:water:TFA gradient to give the title compound as two separated diasteromers (0.063 g, 48%) and (0.035 g, 27%) as a white solid. MS found: (M+H)+=367.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07102008B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-0c6c76c2564b476698a4eb9384973d53 |
| Source note | uspto-grants-2006_09 |