참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Chlorotrimethylsilane | HCID 6397 | — |
| 반응물 | 4-Methylmorpholine | HCID 7972 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Isobutyl chloroformate | HCID 62365 | — |
| 반응물 | N-Acetyl-beta-alanine | HCID 76406 | — |
| 반응물 | HCID 178507442 | HCID 178507442 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | HCID 178474807 | HCID 178474807 | 96.3% |
반응 단계
A solution of 4.6 g (35 mmol) of N-acetyl-beta-alanine, 100 ml acetonitrile, and 3.9 ml (35 mmol) of N-methylmorpholine is stirred at -15° C. and 5.0 ml (38.5 mmol) of isobutyl chloroformate is added. After 30 minutes at -15° C. a solution prepared from 4.05 g (17.5 mmol) of 2-(4-aminophenyl)-4-hydroxy-5-pyrimidine carboxylic acid, 7.35 ml (52.5 mmol) of triethylamine, and 7.96 ml (62.7 mmol) of trimethylsilyl chloride in 100 ml of dichloromethane is added and the mixture stirred at -10° C. for 1 hour and at room temperature overnight. The mixture is evaporated to near dryness in vacuo and treated with 200 ml of water. The product is precipitated by acidifying to pH 2.0 and is filtered, washed with water, isopropanol, ether, and dried to give 5.8 g of 2-[4-(N-acetyl-beta-alanylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US04267180 |
|---|
| 출처 데이터셋 | uspto-grants-1981_05 |
|---|
| ORD ID | ord-f037f40299e640d1a1ebcb2e47177c77 |
|---|
| 출처 메모 | uspto-grants-1981_05 |
|---|