HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → rac-3-(2,3-Dihydroxy-propoxy)-5-methoxy-N-piperidin-4-yl-benzamide trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Rac-4-[3-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-5-methoxy-benzoylamino]-piperidine-1-carboxylic acid tert-butyl ester | HCID 68456964 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | rac-3-(2,3-Dihydroxy-propoxy)-5-methoxy-N-piperidin-4-yl-benzamide trifluoroacetate | HCID 68458548 | 136.9% |
Reaction Steps
1.45 g (3.1 mmol) of rac-4-[3-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-5-methoxy-benzoylamino]-piperidine-1-carboxylic acid tert-butyl ester was dissolved in 14 mL of MeCl2; while stirring, 2.39 mL (3.559 g=31.2 mmol) of trifluoroacetic acid was added drop by drop. After 16 hours, the reaction mixture was warmed up to reflux and stirred for another 21 hours; it was then evaporated and dried at high vacuum to yield 1.86 g of the crude title compound, which was used without further purification. MS: 325.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772253B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-157f4dbc7915466ea258c55cb343737d |
| Source note | uspto-grants-2010_08 |