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Ethyl chloroformate → Ethyl 3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxothieno[3,2-d]pyrimidine-1-carboxylate

HRID 247477
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인쇄 미리보기

반응식

HRID 247477 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][N:17]2[C:22](=[O:23])[C:21]3[S:24][CH:25]=[CH:26][C:20]=3[NH:19][C:18]2=[O:27])[CH2:11][CH2:10]1.[H-].[Na+].Cl[C:31]([O:33][CH2:34][CH3:35])=[O:32]>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][N:17]2[C:22](=[O:23])[C:21]3[S:24][CH:25]=[CH:26][C:20]=3[N:19]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:18]2=[O:27])[CH2:13][CH2:14]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10928Ethyl chloroformateHCID 24758Sodium hydrideHCID 139112783-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]thieno[3,2-d]pyrimidine-2,4-dione

생성물 1

HCID 13911283Ethyl 3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxothieno[3,2-d]pyrimidine-1-carboxylate수율 28.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

실험 절차

A mixture of 3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]thieno[3,2-d]pyrimidine-2,4-dione (2.62 g, 6.77 mmol) and sodium hydride (60% in mineral oil, prewashed with pentane, 325 mg, 8.13 mmol) in N,N-dimethylformamide (50 ml) was allowed to equilibrate for one hour. Ethyl chloroformate (0.78 ml, 8.13 mmol) was added to the resultant solution, and stirred at room temperature for 16 hours. The solution was poured into ice water (200 ml) and the resultant solid was collected by filtration, washed with water and air dried. The solid was purified by flash chromatography on silica gel 60 (100 g) using 1% methanol in methylene chloride as eluant to give the product (0.88 g, 28% yield) as a colorless solid, mp 121°-122° C.

후처리

  1. filtrationthe resultant solid was collected by filtration
  2. washwashed with water and air
  3. customdried
  4. customThe solid was purified by flash chromatography on silica gel 60 (100 g)

출처 및 근거

ORD 기록
ord-454b3365cdd74e3b928faedcfcc4bdbe
출처 데이터셋
uspto-grants-1987_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04707550

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