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

HRID 478314

反応式

HRID 478314 の反応式
[NH2:1]/[C:2](/[CH2:9][CH2:10][CH3:11])=[CH:3]/[C:4]([O:6][CH2:7][CH3:8])=[O:5].[O:12]1[CH2:17][C:16](=O)[CH2:15][C:14](=[O:19])[CH2:13]1.[Br:20][C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][C:28]=1[F:29])[CH:24]=O>C(O)C>[Br:20][C:21]1[CH:22]=[C:23]([CH:24]2[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[C:2]([CH2:9][CH2:10][CH3:11])[NH:1][C:16]3[CH2:17][O:12][CH2:13][C:14](=[O:19])[C:15]2=3)[CH:26]=[CH:27][C:28]=1[F:29]

参加物

5

反応物 3

HCID 1736043-Bromo-4-fluorobenzaldehydeHCID 3252872H-pyran-3,5(4H,6H)-dioneHCID 10986503ethyl (2E)-3-amino-2-hexenoate

生成物 1

HCID 18000997ethyl 4-(3-bromo-4-fluorophenyl)-5-oxo-2-propyl-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate収率 88.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The product from Example 95A (0.083 g, 0.52 mmol), the product from Example 11B (0.050 g, 0.44 mmol) and 3-bromo-4-fluorobenzaldehyde (0.116 g, 0.57 mmol) in ethanol (1 mL) were heated to 80 C. for 16 hours in a sealed tube, cooled to ambient temperature and concentrated to dryness. The residue was purified on silica gel eluting with 2% methanol in dichloromethane to provide the title compound (0.17 g).

後処理

  1. concentrationconcentrated to dryness
  2. customThe residue was purified on silica gel eluting with 2% methanol in dichloromethane

出典と根拠

ORDレコード
ord-53a2bef521b4435aa8bc35dcf5e41010
出典データセット
uspto-grants-2003_11
特許番号
US06642222B2

関連ノート

読み込み中…