3-Bromo-4-fluorobenzaldehyde → methyl 4-(3-bromo-4-fluorophenyl)-2,6-dimethyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate

HRID 478305노트

반응식

HRID 478305 반응식
[CH3:1][CH:2]1[C:7](=[O:8])[CH2:6][C:5](=O)[CH2:4][O:3]1.[Br:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1[F:19])[CH:14]=O.[NH2:20]/[C:21](/[CH3:27])=[CH:22]\[C:23]([O:25][CH3:26])=[O:24]>C(O)C>[Br:10][C:11]1[CH:12]=[C:13]([CH:14]2[C:22]([C:23]([O:25][CH3:26])=[O:24])=[C:21]([CH3:27])[NH:20][C:5]3[CH2:4][O:3][CH:2]([CH3:1])[C:7](=[O:8])[C:6]2=3)[CH:16]=[CH:17][C:18]=1[F:19]

참가 물질

5

반응물 3

HCID 1736043-Bromo-4-fluorobenzaldehydeHCID 643918Methyl 3-aminocrotonateHCID 234974742-methyl-2H-pyran-3,5(4H,6H)-dione

생성물 1

HCID 18000971methyl 4-(3-bromo-4-fluorophenyl)-2,6-dimethyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The product from Example 84C (1.3 g, 10 mmol), 3-bromo-4-fluorobenzaldehyde (2.4 g, 12 mmol) and methyl 3-aminocrotonate (1.2 g, 10 mmol) in ethanol (10 mL) were heated at 80° C. in a sealed tube for 60 hours. After cooling to ambient temperature, the mixture was filtered and the filtercake washed with ethanol and dried to provide the title compound. The filtrate was concentrated and chromatographed on silica gel eluting with 1% and then 2% and then 5% methanol in dichloromethane to provide additional quantities of the title compound.

후처리

  1. filtrationthe mixture was filtered
  2. washthe filtercake washed with ethanol
  3. customdried

출처 및 근거

ORD 기록
ord-e24da46e56ea44a691c6fd45d4528e1a
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642222B2

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