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Ammonia → N2 (tert-butyloxycarbonyl)-N2-methyl-N-[3-(4-fluorophenyl)propyl]-D-alaninamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ammonia | HCID 222 | — |
| 反応物 | Acrylonitrile | HCID 7855 | — |
| 反応物 | Cyanoacetic acid | HCID 9740 | — |
| 反応物 | 4-Fluorobenzaldehyde | HCID 68023 | — |
| 反応物 | 3-(4-Fluorophenyl)propan-1-amine | HCID 6483796 | — |
| 反応物 | N-(tert-Butoxycarbonyl)-N-methyl-D-alanine | HCID 16211306 | — |
| 触媒 | Nickel | HCID 935 | — |
| 触媒 | Piperidine | HCID 8082 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | N2 (tert-butyloxycarbonyl)-N2-methyl-N-[3-(4-fluorophenyl)propyl]-D-alaninamide | HCID 86740236 | — |
反応手順
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.).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04533655 |
| 出典データセット | uspto-grants-1985_08 |
| ORD ID | ord-be8bde5b5f6d4b3ba46a30ad194ce7b8 |
| 出典メモ | uspto-grants-1985_08 |