Benzenamine, 4-(1-methylpropyl)- → HCID 43702109, 화합물

HRID 1846283노트

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HRID 1846283 반응식
[F:1][C:2]1[CH:13]=[CH:12][C:5]2[NH:6]C(=O)O[C:9](=[O:10])[C:4]=2[CH:3]=1.[CH:14]([C:18]1[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=1)([CH2:16][CH3:17])[CH3:15]>CN(C=O)C>[NH2:6][C:5]1[CH:12]=[CH:13][C:2]([F:1])=[CH:3][C:4]=1[C:9]([NH:24][C:21]1[CH:22]=[CH:23][C:18]([CH:14]([CH2:16][CH3:17])[CH3:15])=[CH:19][CH:20]=1)=[O:10]

참가 물질

4

반응물 2

HCID 121771Benzenamine, 4-(1-methylpropyl)-HCID 2885605-Fluoroisatoic anhydride

생성물 1

HCID 43702109HCID 43702109, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

To a suspension 6-fluoro-1H-benzo[d][1,3]oxazine-2,4-dione (1.06 g, 5.90 mmol) in DMF (5 mL) was added 4-sec-butylphenylamine (1.95 mL, 11.8 mmol) at room temperature. The suspension was heated at 70° C. for 2 days, and cooled to room temperature. The reaction mixture was poured into crushed ice (150 mL), and extracted with dichloromethane. The organic layer was dried over Na2SO4, and evaporated under vacuum. The residue was purified by flash column chromatography on a Biotage (40 M silica column), using a gradient of hexane:ethyl acetate (9:1 to 8:2) mixture as eluent to afford 2-amino-N-(4-sec-butylphenyl)-5-fluorobenzamide. Yield: 1.16 g (69%).

후처리

  1. temperaturecooled to room temperature
  2. additionThe reaction mixture was poured
  3. extractionextracted with dichloromethane
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customevaporated under vacuum
  6. customThe residue was purified by flash column chromatography on a Biotage (40 M silica column)

출처 및 근거

ORD 기록
ord-1355f2ca03334437955617ee5acdc695
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952021B2

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