Ethyl 2-carbamothioylnicotinate → Ethyl 2-(4-(4-fluorophenyl)thiazol-2-yl)nicotinate

HRID 1400223노트

반응식

HRID 1400223 반응식
[C:1]([C:4]1[N:14]=[CH:13][CH:12]=[CH:11][C:5]=1[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[S:3])[NH2:2].CN(C=O)C.[F:20][C:21]1[CH:30]=[CH:29][C:24]([C:25](=O)[CH2:26]Br)=[CH:23][CH:22]=1>>[F:20][C:21]1[CH:30]=[CH:29][C:24]([C:25]2[N:2]=[C:1]([C:4]3[N:14]=[CH:13][CH:12]=[CH:11][C:5]=3[C:6]([O:8][CH2:9][CH3:10])=[O:7])[S:3][CH:26]=2)=[CH:23][CH:22]=1

참가 물질

3

반응물 2

HCID 86644784Ethyl 2-carbamothioylnicotinateHCID 86644785DMF 4-fluorophenacylbromide

생성물 1

HCID 67540603Ethyl 2-(4-(4-fluorophenyl)thiazol-2-yl)nicotinate수율 14.6%

실험 절차

To a suspension of ethyl 2-carbamothioylnicotinate (1.9 g, 9.04 mmol) in 20 ml of DMF 4-fluorophenacylbromide (2.0 g, 9.22 mmol) was added, and the resulting mixture stirred for 2 hours at room temperature. The mixture was filtered under suction, the mother liquor evaporated to dryness, and the remaining oil purified by chromatography on silica gel (eluent: CH2Cl2+0-5% methanol) to give 434 mg of the title compound as amorphous solid.

후처리

  1. additionwas added
  2. filtrationThe mixture was filtered under suction
  3. customthe mother liquor evaporated to dryness
  4. customthe remaining oil purified by chromatography on silica gel (eluent: CH2Cl2+0-5% methanol)

출처 및 근거

ORD 기록
ord-bb3b53edfa434262a96cc53f224d799c
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906941B2

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