Vinyl chloroformate → vinyl 10-(3-bromo-4-fluorophenyl)-9-oxo-3,4,6,8,9,10-hexahydro-2H-thiopyrano[3,2-b][1,7]naphthyridine-7(5H)-carboxylate 1,1-dioxide

HRID 478264노트

반응식

HRID 478264 반응식
C([N:8]1[CH2:17][C:16]2[NH:15][C:14]3[CH2:18][CH2:19][CH2:20][S:21](=[O:23])(=[O:22])[C:13]=3[CH:12]([C:24]3[CH:29]=[CH:28][C:27]([F:30])=[C:26]([Br:31])[CH:25]=3)[C:11]=2[C:10](=[O:32])[CH2:9]1)C1C=CC=CC=1.Cl[C:34]([O:36][CH:37]=[CH2:38])=[O:35]>C1COCC1>[Br:31][C:26]1[CH:25]=[C:24]([CH:12]2[C:11]3[C:10](=[O:32])[CH2:9][N:8]([C:34]([O:36][CH:37]=[CH2:38])=[O:35])[CH2:17][C:16]=3[NH:15][C:14]3[CH2:18][CH2:19][CH2:20][S:21](=[O:23])(=[O:22])[C:13]2=3)[CH:29]=[CH:28][C:27]=1[F:30]

참가 물질

4

반응물 2

HCID 78808Vinyl chloroformateHCID 114097537-benzyl-10-(3-bromo-4-fluorophenyl)-3,4,6,7,8,10-hexahydro-2H-thiopyrano[3,2-b][1,7]naphthyridin-9(5H)-one 1,1-dioxide

생성물 1

HCID 11179488vinyl 10-(3-bromo-4-fluorophenyl)-9-oxo-3,4,6,8,9,10-hexahydro-2H-thiopyrano[3,2-b][1,7]naphthyridine-7(5H)-carboxylate 1,1-dioxide수율 54.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of the product from Example 9A (0.48 g, 0.92 mmol) in THF (5 mL) was treated with vinyl chloroformate (0.10 mL, 0.94 mmol) and stirred at ambient temperature overnight. The solvent was evaporated and the residue was purified by flash chromatography over silica gel (ethyl acetate and then 10% ethanol/methylene chloride) to provide the title compound (0.25 g).

후처리

  1. customThe solvent was evaporated
  2. customthe residue was purified by flash chromatography over silica gel (ethyl acetate

출처 및 근거

ORD 기록
ord-e78967712d224abda17086bd59a3bf01
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642222B2

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