HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 86740236, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Acrylonitrile | HCID 7855 | — |
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | 3-(4-Fluorophenyl)propan-1-amine | HCID 6483796 | — |
| Reactant | N-(tert-Butoxycarbonyl)-N-methyl-D-alanine | HCID 16211306 | — |
| Catalyst | Nickel | HCID 935 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 86740236 | HCID 86740236 | — |
Reaction Steps
By the method of part A of Example 3 N-(tert-butyloxycarbonyl)-N-methyl-D-alanine (2.03 g.) was condensed with 3-(4-fluorophenyl)propylamine (prepared by condensing 4-fluorobenzaldehyde with cyanoacetic acid in refluxing pyridine using piperidine as catalyst and hydrogenating the resulting β-4-fluorophenyl)acrylonitrile in ethanolic ammonia under high pressure using Raney nickel catalyst, m.r. of methanesulfonate salt 129°-131° C.; 2.49 g.), affording N2 -(tert-butyloxycarbonyl)-N2 -methyl-N-[3-(4-fluorophenyl)propyl]-D-alaninamide as a syrup (2.77g.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04533655 |
| Source dataset | uspto-grants-1985_08 |
| ORD ID | ord-be8bde5b5f6d4b3ba46a30ad194ce7b8 |
| Source note | uspto-grants-1985_08 |