Crotonaldehyde → 6-Methoxy-1-oxo-3,4-dihydroisoquinolin-2-ylpent-2-enal

HRID 2207156Notes

Reaction equation

[CH2:1]([N:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:15][CH3:16])[CH:11]=2)[C:6]1=[O:17])[CH2:2][CH:3]=[CH2:4].[CH:18](=[O:22])/C=C/C>>[CH3:16][O:15][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[C:6](=[O:17])[N:5]([C:1](=[CH:2][CH2:3][CH3:4])[CH:18]=[O:22])[CH2:14][CH2:13]2

Participants

Reactant 2

HCID 447466Crotonaldehyde

HCID 1185580122-But-3-enyl-6-methoxy-3,4-dihydroisoquinolin-1-one

Product 1

HCID 1317358806-Methoxy-1-oxo-3,4-dihydroisoquinolin-2-ylpent-2-enal

Procedure

The title compound 50 is prepared according to the procedure reported in step C of Example 8 with amide 49 (230.0 mg, 0.99 mmol) and crotonaldehyde (3.98 mmol, 4 equiv) as reactants. Yellow solid. (Yield 0.147 g, 57%).

Sources & evidence

ORD record: ord-2871f39f402542ba951000f6496e2a2a
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09376387B2

Reaction notes

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