Ethyl 4-[[3,5-bis(trimethylsilyl)benzoyl]amino]-2-fluorocinnamate → (E)-Ethyl 3-[4-[[3,5-bis(trimethylsilyl)benzoyl]amino]-2,5-difluorophenyl]-2-butenoate

HRID 2265097노트

반응식

HRID 2265097 반응식
[NH2:1][C:2]1[C:7]([F:8])=[CH:6][C:5](/[C:9](/[CH3:16])=[CH:10]/[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:4]([F:17])[CH:3]=1.[CH3:18][Si:19]([CH3:48])([CH3:47])[C:20]1[CH:21]=[C:22]([CH:40]=[C:41]([Si:43]([CH3:46])([CH3:45])[CH3:44])[CH:42]=1)[C:23](NC1C=CC(C=CC(OCC)=O)=C(F)C=1)=[O:24]>>[CH3:44][Si:43]([CH3:46])([CH3:45])[C:41]1[CH:40]=[C:22]([CH:21]=[C:20]([Si:19]([CH3:48])([CH3:47])[CH3:18])[CH:42]=1)[C:23]([NH:1][C:2]1[C:7]([F:8])=[CH:6][C:5](/[C:9](/[CH3:16])=[CH:10]/[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:4]([F:17])[CH:3]=1)=[O:24]

참가 물질

3

반응물 2

HCID 68484203Ethyl 4-[[3,5-bis(trimethylsilyl)benzoyl]amino]-2-fluorocinnamateHCID 86644278(E)-Ethyl 3-(4-amino-2,5-difluorophenyl)-2-butenoate

생성물 1

HCID 86644279(E)-Ethyl 3-[4-[[3,5-bis(trimethylsilyl)benzoyl]amino]-2,5-difluorophenyl]-2-butenoate수율 46%

실험 절차

BTMB (800 mg) and Compound 10a (869 mg) were reacted in the same manner as Compound 2b was synthesized. After the reaction was over, the reaction mixture was separated with ethyl acetate and water. The organic layer was washed once with water and once with a saturated sodium chloride solution, and then dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified by column chromatography (5% ethyl acetate/n-hexane) to obtain Compound 10b (674 mg, 46%) as a light yellow solid.

후처리

  1. customwas synthesized
  2. customwas separated with ethyl acetate and water
  3. washThe organic layer was washed once with water and once with a saturated sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was purified by column chromatography (5% ethyl acetate/n-hexane)

출처 및 근거

ORD 기록
ord-8891bfeb29be478581e150da1efe3786
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07855300B2

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