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

HRID 1400223ノート

反応式

HRID 1400223 の反応式
[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

参加物

3

反応物 2

HCID 86644784Ethyl 2-carbamothioylnicotinateHCID 86644785DMF 4-fluorophenacylbromide

生成物 1

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

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-bb3b53edfa434262a96cc53f224d799c
出典データセット
uspto-grants-2014_12
特許番号
US08906941B2

反応ノート

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