(E)-4-(6-methoxy-1-oxo-tetralin-2-yl)but-2-enal → HCID 118558038, compound

HRID 2207175Notes

Reaction equation

HRID 2207175 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.[C:19]1([CH3:33])[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25][NH:26][C:27]([CH3:32])=[CH:28][C:29](=[O:31])[CH3:30]>>[C:29]([C:28]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:26]([CH2:25][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[CH3:33])[C:27]=1[CH3:32])(=[O:31])[CH3:30]

Participants

3

Procedure

The title compound 71 is prepared according to the procedure reported in step D of Example 8 with aldehyde 54 (60 mg, 0.24 mmol) and enamine 72 (45 mg, 0.22 mmol) as reactants. Purification by column chromatography on SiO2 (Petroleum Ether/EtOAc=2:1) afford the title compound 71 as a yellow solid. (Yield 36 mg, 34%).

Workup

  1. customThe title compound 71 is prepared
  2. customPurification by column chromatography on SiO2 (Petroleum Ether/EtOAc=2:1)

Sources & evidence

ORD record
ord-58d2124ad3994fdda18e72bb2331da83
Source dataset
uspto-grants-2016_06
Patent number
US09376387B2

Reaction notes

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