HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Rac-n-[1-(3,5-diethoxy-4-fluoro-benzyl)-piperidin-4-yl]-3-(2,3-dihydroxy-propoxy)-5-methoxy-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 3,5-Diethoxy-4-fluoro-benzaldehyde | HCID 59128273 | — |
| Reactant | rac-3-(2,3-Dihydroxy-propoxy)-5-methoxy-N-piperidin-4-yl-benzamide trifluoroacetate | HCID 68458548 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Rac-n-[1-(3,5-diethoxy-4-fluoro-benzyl)-piperidin-4-yl]-3-(2,3-dihydroxy-propoxy)-5-methoxy-benzamide | HCID 68456819 | — |
Reaction Steps
In analogy to the procedure described in example 50k), crude rac-3-(2,3-dihydroxy-propoxy)-5-methoxy-N-piperidin-4-yl-benzamide trifluoroacetate (example 175b) was reacted with 3,5-diethoxy-4-fluoro-benzaldehyde (example 50 g), sodium cyanoborohydride, N-ethyl-diisopropylamine and acetic acid in ethanol at 50° C. to yield the title compound as colorless amorphous solid. MS: 521.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772253B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-c95635592fcf42bf8d331577805d10e6 |
| Source note | uspto-grants-2010_08 |