Allyl Mercaptan → 4-Allylsulfanylmethyl-6-(3-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline

HRID 25805

Reaction equation

HRID 25805 reaction equation
[CH3:1][C:2]1([CH3:21])[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7](OS(C(F)(F)F)(=O)=O)[CH:8]=2)[NH:3]1.[CH3:22][O:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=1.[CH2:33]([SH:36])[CH:34]=[CH2:35]>>[CH2:33]([S:36][CH2:12][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:28]3[CH:27]=[CH:26][CH:25]=[C:24]([O:23][CH3:22])[CH:29]=3)[CH:8]=2)[NH:3][C:2]([CH3:1])([CH3:21])[CH:11]=1)[CH:34]=[CH2:35]

Participants

4

Reactant 3

HCID 13367Allyl MercaptanHCID 2734370(3-Methoxyphenyl)boronic acidHCID 20760320Trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester

Product 1

HCID 104506194-Allylsulfanylmethyl-6-(3-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline

Procedure

Trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester was coupled with 3-methoxyphenylboronic acid. Bromination and coupling reaction with allyl mercaptan gave 20 mg of the title compound.

Sources & evidence

ORD record
ord-1103fde9c90e4f0f8e7d2800b5f97255
Source dataset
uspto-grants-2005_02
Patent number
US06858627B2

Linked notes

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