6-methoxy-3,4-dihydroisoquinolin-1(2H)-one → 2-But-3-enyl-6-methoxy-3,4-dihydroisoquinolin-1-one

HRID 2207155Notes

Reaction equation

HRID 2207155 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])[NH:8][CH2:7][CH2:6]2.[CH3:14][C:15]1C=CC(S(OCCC=C)(=O)=O)=[CH:17][CH:16]=1>>[CH2:17]([N:8]1[CH2:7][CH2:6][C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[C:9]1=[O:13])[CH2:16][CH:15]=[CH2:14]

Participants

3

Reactant 2

HCID 106073926-methoxy-3,4-dihydroisoquinolin-1(2H)-oneHCID 11299102But-3-enyl 4-methylbenzenesulfonate

Product 1

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

Procedure

The title compound 49 is prepared according to the procedure reported in step B of Example 8 with amide 42 (0.32 g, 1.8 mmol) and but-3-enyl 4-methylbenzenesulfonate (1.63 g, 4 equiv) as reactants. Yellow oil. (Yield 0.29 g, 69%).

Sources & evidence

ORD record
ord-f0c70bc622d54a418348e201cf127dc8
Source dataset
uspto-grants-2016_06
Patent number
US09376387B2

Reaction notes

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