4-Fluoro-2-methylaniline → N-Benzyl-2-(4-fluoro-2-methyl-phenylamino)acetamide

HRID 2065753

反応式

HRID 2065753 の反応式
[CH2:1]([NH:8][C:9](=[O:12])[CH2:10]Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[C:16]([CH3:21])[CH:15]=1.C(N(CC)C(C)C)(C)C>CN(C=O)C.C(OCC)(=O)C>[CH2:1]([NH:8][C:9](=[O:12])[CH2:10][NH:18][C:17]1[CH:19]=[CH:20][C:14]([F:13])=[CH:15][C:16]=1[CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 679824-Fluoro-2-methylanilineHCID 81531DiisopropylethylamineHCID 96233N-Benzyl-2-chloroacetamide

生成物 1

HCID 17954343N-Benzyl-2-(4-fluoro-2-methyl-phenylamino)acetamide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

To a solution of N-benzyl-2-chloro-acetamide (20 g) in DMF (200 mL) were added 4-fluoro-2-methylaniline (13.3 mL) and N,N-diisopropylethylamine (22.2 mL). The reaction mixture was heated to 100° C. over night, cooled to room temperature, and the mixture was diluted with ethyl acetate and washed with water. The combined inorganic phases were extracted with ethyl acetate and the combined organic phases were dried (Na2SO4), filtered and evaporated. The crude product was purified by chromatography (SiO2, n-heptane/ethyl acetate 1:2) to give N-benzyl-2-(4-fluoro-2-methyl-phenylamino)-acetamide (20 g) as grey solid, MS: 273.0 ([M+H]+).

後処理

  1. temperaturecooled to room temperature
  2. washwashed with water
  3. extractionThe combined inorganic phases were extracted with ethyl acetate
  4. dry with materialthe combined organic phases were dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude product was purified by chromatography (SiO2, n-heptane/ethyl acetate 1:2)

出典と根拠

ORDレコード
ord-56b571d341e943328d87c64f5167373e
出典データセット
uspto-grants-2012_10
特許番号
US08288541B2

関連ノート

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