1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 178419306, 화합물

HRID 2246616노트

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HRID 2246616 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:18]2[CH2:22][CH2:21][O:20][CH2:19]2)=[N:9][NH:10]C(OC(C)(C)C)=O)=[C:4](F)[CH:3]=1.N12CCCN=C1CCCCC2>O1CCCC1>[Br:1][C:2]1[CH:7]=[C:6]2[C:5]([C:8]([CH:18]3[CH2:22][CH2:21][O:20][CH2:19]3)=[N:9][NH:10]2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 724574151,1-Dimethylethyl 2-[(4-bromo-2-fluorophenyl)(tetrahydro-3-furanyl)methylidene]hydrazinecarboxylate2회

생성물 1

HCID 178419306HCID 178419306, 화합물수율 53.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
150 °C

실험 절차

A mixture of 1,1-dimethylethyl 2-[(4-bromo-2-fluorophenyl)(tetrahydro-3-furanyl)methylidene]hydrazinecarboxylate (Intermediate 8, 1.1 g) and 1,8-diazabicyclo[5.4.0]undec-7-ene (424 μL) in tetrahydrofuran (12 mL) in a sealed vial was heated in a microwave oven at 150° C. for 30 min. The reaction mixture was partitioned between ethyl acetate (15 mL) and water (15 mL) and the organic layer was dried using a hydrophobic filter tube and concentrated under vacuum. The residue was purified by chromatography on a silica column, eluting with a cyclohexane:ethyl acetate gradient, to give the title compound as a colourless glass (405 mg).

후처리

  1. customThe reaction mixture was partitioned between ethyl acetate (15 mL) and water (15 mL)
  2. customthe organic layer was dried
  3. concentrationconcentrated under vacuum
  4. customThe residue was purified by chromatography on a silica column
  5. washeluting with a cyclohexane

출처 및 근거

ORD 기록
ord-034bdf1948b0458a8404be38db15ffde
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07687532B2

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