2H-pyran-3,5(4H,6H)-dione → methyl 4-(3-bromo-4-methylphenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate

HRID 478296

反応式

HRID 478296 の反応式
[O:1]1[CH2:6][C:5](=O)[CH2:4][C:3](=[O:8])[CH2:2]1.[Br:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[CH3:18])[CH:13]=O.[NH2:19]/[C:20](/[CH3:26])=[CH:21]\[C:22]([O:24][CH3:25])=[O:23]>CO>[Br:9][C:10]1[CH:11]=[C:12]([CH:13]2[C:21]([C:22]([O:24][CH3:25])=[O:23])=[C:20]([CH3:26])[NH:19][C:5]3[CH2:6][O:1][CH2:2][C:3](=[O:8])[C:4]2=3)[CH:15]=[CH:16][C:17]=1[CH3:18]

参加物

5

反応物 3

HCID 3252872H-pyran-3,5(4H,6H)-dioneHCID 643918Methyl 3-aminocrotonateHCID 8167653-Bromo-4-methylbenzaldehyde

生成物 1

HCID 18000988methyl 4-(3-bromo-4-methylphenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The product from Example 11B (0.34 g, 3.0 mmol), 3-bromo-4-methylbenzaldehyde (Pearson.; Org. Synth. Coll. Vol. V, 1973, 117) (0.60 g, 3.0 mmol) and methyl 3-aminocrotonate (0.35 g, 3.0 mmol) in methanol (8 mL) were heated at 80° C. in a sealed tube for 60 hours. After cooling to ambient temperature, the mixture was filtered and the filter cake washed with methanol and dried to provide the title compound (0.63 g).

後処理

  1. filtrationthe mixture was filtered
  2. washthe filter cake washed with methanol
  3. customdried

出典と根拠

ORDレコード
ord-770b9a73c7e049deaa36e09954e4a677
出典データセット
uspto-grants-2003_11
特許番号
US06642222B2

関連ノート

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