Dabco → Methyl-phenyl-carbamic Acid 5-(4-trifluoromethyl-benzoylamino)-pyridin-2-yl Ester

HRID 1179944ノート

反応式

HRID 1179944 の反応式
[OH:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[CH3:21][N:22]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:23](Cl)=[O:24].N12CCN(CC1)CC2>CN(C)C=O>[F:18][C:16]([F:19])([F:17])[C:13]1[CH:12]=[CH:11][C:10]([C:9]([NH:8][C:5]2[CH:4]=[CH:3][C:2]([O:1][C:23](=[O:24])[N:22]([CH3:21])[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[N:7][CH:6]=2)=[O:20])=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 9237DabcoHCID 77969Carbamic chloride, N-methyl-N-phenyl-HCID 178522253HCID 178522253、化合物

生成物 1

HCID 69518161Methyl-phenyl-carbamic Acid 5-(4-trifluoromethyl-benzoylamino)-pyridin-2-yl Ester収率 64.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of N-(6-hydroxy-pyridin-3-yl)-4-trifluoromethyl-benzamide (1.41 g, 5.00 mmol), N-methyl-N-phenylcarbamoyl chloride (0.85 g, 5.00 mmol) and 1,4-diazabicyclo[2,2,2]octane (0.56 g, 5.00 mmol) in dimethylformamide (10 mL) was stirred at room temperature overnight. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane 50:50) yielding the title compound (1.34 g, 64% yield) as a white solid.

後処理

  1. customThe solvent was evaporated in vacuo
  2. customthe residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane 50:50)

出典と根拠

ORDレコード
ord-1d05b5133cc945ae9d66626ca6bca5dd
出典データセット
uspto-grants-2007_10
特許番号
US07279470B2

反応ノート

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