関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | tert-butyl (3R)-3-aminopiperidine-1-carboxylate | HCID 1501974 | — |
| 反応物 | Ethyl 5,6-Dichloronicotinate | HCID 16762519 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | ethyl 6-{[(3R)-1-(tert-butoxycarbonyl)-3-piperidinyl]amino}-5-chloronicotinate | HCID 68960873 | — |
反応手順
To a solution of ethyl 5,6-dichloronicotinate (10.0 g) and N,N-diisopropylethylamine (17.4 mL) in 1,3-dimethyl-2-imidazolidinone (100 mL) was added tert-butyl (3R)-3-amino-1-piperidinecarboxylate (10.9) at ambient temperature and the mixture was stirred at 100° C. for 9 hr. The reaction mixture was poured into a mixture of AcOEt and water. The separated organic layer was added ice-water and the mixture was adjusted to pH 3.5 with 1N-HCl. The separated organic layer was washed with water, dried over magnesium sulfate and evaporated in vacuo to give ethyl 6-{[(3R)-1-(tert-butoxycarbonyl)-3-piperidinyl]amino}-5-chloronicotinate (16.74 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07465731B2 |
|---|
| 出典データセット | uspto-grants-2008_12 |
|---|
| ORD ID | ord-11bc7f4dde0446e7a736587afcaa09bb |
|---|
| 出典メモ | uspto-grants-2008_12 |
|---|
