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

HRID 2065753

반응식

HRID 2065753 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

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]+).

후처리

  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)

출처 및 근거

ORD 기록
ord-56b571d341e943328d87c64f5167373e
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288541B2

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