5-Chloro-2(1H)-pyrimidinone → 5-Chloro-1-(3-furoylmethyl)pyrimidin-2-one

HRID 1906150노트

반응식

HRID 1906150 반응식
[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.Br[CH2:10][C:11]([C:13]1[CH:17]=[CH:16][O:15][CH:14]=1)=[O:12]>C(N(CC)CC)C.C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[N:6]([CH2:10][C:11]([C:13]2[CH:17]=[CH:16][O:15][CH:14]=2)=[O:12])[CH:7]=1

참가 물질

5

반응물 2

HCID 1085785-Chloro-2(1H)-pyrimidinoneHCID 186125513-Bromoacetylfuran

생성물 1

HCID 127912445-Chloro-1-(3-furoylmethyl)pyrimidin-2-one수율 31.2%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8471Triethylamine용매

실험 절차

A mixture of 5-chloropyrimidin-2-one (587 mg) and crude 3-bromoacetylfuran (2.00 g, ca. 4.5 mmol, based on purity ca. 40% by 1H n.m.r; contaminated with 3-dibromoacetylfuran and diethyl ether) in triethylamine (0.95 ml) and ethanol (25 ml) was stirred at room temperature. After 45 min with solvent was removed and the residue triturated with ethyl acetate. The resulting solid was collected and retriturated with water. This gave a buff solid which was crystallised from ethyl acetate to give the title pyrimidinone (335 mg), m.p. 195°-197° C. (dec), λmax (EtOH) 333 nm (ε 2,530).

후처리

  1. customAfter 45 min with solvent was removed
  2. customthe residue triturated with ethyl acetate
  3. customThe resulting solid was collected
  4. customretriturated with water
  5. customThis gave a buff solid which
  6. customwas crystallised from ethyl acetate

출처 및 근거

ORD 기록
ord-6e8a7b94c0684666a0c46504021d0e00
출처 데이터셋
uspto-grants-1987_03
특허 번호
US04650800

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