(E)-4-(6-methoxy-1-oxo-tetralin-2-yl)but-2-enal → HCID 118557914, compound

HRID 2207173Notes

Reaction equation

HRID 2207173 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH:8]([CH2:14]/[CH:15]=[CH:16]/[CH:17]=O)[CH2:7][CH2:6]2.[F:19][C:20]([F:35])([F:34])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH2:27][NH:28]/[CH:29]=[CH:30]/[C:31](=[O:33])[CH3:32]>>[C:31]([C:30]1[CH:15]([CH2:14][CH:8]2[CH2:7][CH2:6][C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=3)[C:9]2=[O:13])[CH:16]=[CH:17][N:28]([CH2:27][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[C:20]([F:34])([F:35])[F:19])[CH:29]=1)(=[O:33])[CH3:32]

Participants

3

Reactant 2

HCID 90303875(E)-4-(6-methoxy-1-oxo-tetralin-2-yl)but-2-enalHCID 118558049HCID 118558049, compound

Product 1

HCID 118557914HCID 118557914, compound

Procedure

The title compound 67 is prepared according to the procedure reported in step D of Example 8 with aldehyde 54 (100 mg, 0.41 mmol) and enamine 68 (90 mg, 0.37 mmol) as reactants. Purification by column chromatography on SiO2 (Petroleum Ether/EtOAc=2:1) afford the title compound 67 as a yellow oil. (Yield 35 mg, 20%).

Workup

  1. customThe title compound 67 is prepared
  2. customPurification by column chromatography on SiO2 (Petroleum Ether/EtOAc=2:1)

Sources & evidence

ORD record
ord-abeb5a801c664a2daf65b8a6e65d99f5
Source dataset
uspto-grants-2016_06
Patent number
US09376387B2

Reaction notes

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