HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-N-[1-(amino-imino-methyl)-piperidin-3-ylmethyl]-benzamide (R)-hydroxy-phenylacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonic acid, aminoimino- | HCID 9877361 | — |
| Reactant | (R)-N-piperidin-3-ylmethyl-benzamide (R)-hydroxy-phenyl-acetate | HCID 70050196 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-N-[1-(amino-imino-methyl)-piperidin-3-ylmethyl]-benzamide (R)-hydroxy-phenylacetate | HCID 86748615 | 62.4% |
Reaction Steps
Bc) 19.3 g of the mandelic acid salt obtained under Bb) are suspended in 193 ml of DMF, treated with 21.7 ml of triethylamine and 7.75 g of formamidinesulfonic acid and stirred at room temperature. The reaction mixture is evaporated and the residue is chromatographed on RP-18 silica gel with a water-acetonitrile gradient. There are isolated 13.4 g of (S)-N-[1-(amino-imino-methyl)-piperidin-3-ylmethyl]-benzamide (R)-hydroxy-phenylacetate (1:1), MS (FAB): 218M-(H2N-CN).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05578594 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-12b127a3a7fb4784ad3be54bbd2ac08a |
| Source note | uspto-grants-1996_11 |