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

HRID 25807

Reaction equation

HRID 25807 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:29]=[CH:28][C:27](B(O)O)=[CH:26][CH:25]=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:27]3[CH:28]=[CH:29][C:24]([O:23][CH3:22])=[CH:25][CH:26]=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 201262(4-Methoxyphenyl)boronic acidHCID 20760320Trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester

Product 1

HCID 104280264-Allylsulfanylmethyl-6-(4-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline

Procedure

Trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester was coupled with 4-methoxyphenylboronic acid. Bromination and coupling reaction with allyl mercaptan gave 10 mg of the title compound.

Sources & evidence

ORD record
ord-cf8b5132ecd34ce6b3f87e6b1abeeebf
Source dataset
uspto-grants-2005_02
Patent number
US06858627B2

Linked notes

Loading…