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 478305ノート

反応式

HRID 478305 の反応式
[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]

参加物

5

反応物 3

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

生成物 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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-e24da46e56ea44a691c6fd45d4528e1a
出典データセット
uspto-grants-2003_11
特許番号
US06642222B2

反応ノート

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