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

반응식

HRID 478314 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-53a2bef521b4435aa8bc35dcf5e41010
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642222B2

연결된 노트

불러오는 중…