Water → HCID 58577379、化合物

HRID 1044285

反応式

HRID 1044285 の反応式
[CH2:1]([O:8][C:9]1[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.F[C:26]1[C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]([C:36]([F:39])([F:38])[F:37])[CH:29]=[CH:28][N:27]=1.O>CN1C(=O)CCC1>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([NH:13][C:26]2[C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]([C:36]([F:37])([F:38])[F:39])[CH:29]=[CH:28][N:27]=2)=[CH:14][CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 228604-BenzyloxyanilineHCID 81531DiisopropylethylamineHCID 58577652Methyl 2-fluoro-4-(trifluoromethyl)nicotinate

生成物 1

HCID 58577379HCID 58577379、化合物収率 11%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
200 °C

実験手順

A mixture of 4-(benzyloxy)aniline (1010 mg), DIEA (1.771 mL) and methyl 2-fluoro-4-(trifluoromethyl)pyridine-3-carboxylate (1130 mg) in NMP (10 mL) was stirred at 150° C. for 2 h and at 200° C. for 1 h under microwave irradiation. The mixture was poured into water, and the mixture was extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, EtOAc/hexane) to give the title compound (225 mg).

後処理

  1. extractionthe mixture was extracted with EtOAc
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by column chromatography (silica gel, EtOAc/hexane)

出典と根拠

ORDレコード
ord-9b634dda3406455c9e20aa5062021f47
出典データセット
uspto-grants-2013_10
特許番号
US08563575B2

関連ノート

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