Acetic Acid → 1,1-Dimethylethyl 2-[(4-bromo-2-fluorophenyl)(tetrahydro-3-furanyl)methylidene]hydrazinecarboxylate

HRID 2246615노트

반응식

HRID 2246615 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:14][CH2:13][O:12][CH2:11]2)=O)=[C:4]([F:15])[CH:3]=1.[NH:16]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[NH2:17].C(O)(=O)C>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:14][CH2:13][O:12][CH2:11]2)=[N:17][NH:16][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[C:4]([F:15])[CH:3]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 70091tert-Butyl carbazateHCID 58899605(4-Bromo-2-fluorophenyl)(tetrahydro-3-furanyl)methanone2회

생성물 1

HCID 724574151,1-Dimethylethyl 2-[(4-bromo-2-fluorophenyl)(tetrahydro-3-furanyl)methylidene]hydrazinecarboxylate수율 91.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of ((4-bromo-2-fluorophenyl)(tetrahydro-3-furanyl)methanone (Intermediate 7, 850 mg) 1,1-dimethylethyl hydrazinecarboxylate (616 mg) and acetic acid (1 mL) in methanol (5 mL) was stirred at reflux under nitrogen for 20 h. The solvent was removed under vacuum and the residue was partitioned between ethyl acetate and water. The organic phase was washed with sodium bicarbonate (1M, 10 mL), dried using a hydrophobic filter tube and concentrated under vacuum to give the title compound as a brown oil (1.1 g).

후처리

  1. temperatureat reflux under nitrogen for 20 h
  2. customThe solvent was removed under vacuum
  3. customthe residue was partitioned between ethyl acetate and water
  4. washThe organic phase was washed with sodium bicarbonate (1M, 10 mL)
  5. customdried
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-da954334a88e4b0dab79fc4a338c2c1d
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07687532B2

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