Potassium Carbonate → [6-(2-Methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinolin-4-ylmethyl]phenylamine

HRID 25753

Reaction equation

ClC1C=C(SCC2[C:20]3[C:15](=[CH:16][CH:17]=[C:18](C4C=CC=CC=4OC)[CH:19]=3)[NH:14]C(C)(C)C=2)C=C(Cl)C=1.Br[CH2:32][C:33]1[C:42]2[C:37](=[CH:38][CH:39]=[C:40]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=3[O:49][CH3:50])[CH:41]=2)[NH:36][C:35]([CH3:52])([CH3:51])[CH:34]=1.C(=O)([O-])[O-].[K+].[K+].ClC1C=C(S)C=C(Cl)C=1>>[CH3:50][O:49][C:44]1[CH:45]=[CH:46][CH:47]=[CH:48][C:43]=1[C:40]1[CH:41]=[C:42]2[C:37](=[CH:38][CH:39]=1)[NH:36][C:35]([CH3:52])([CH3:51])[CH:34]=[C:33]2[CH2:32][NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

Reactant 4

HCID 11430Potassium Carbonate

HCID 27360963,5-Dichlorobenzenethiol

HCID 104791914-(3,5-Dichlorophenylsulfanylmethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline

HCID 225665354-(Bromomethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline

Product 1

HCID 10406857[6-(2-Methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinolin-4-ylmethyl]phenylamine

Procedure

4-(3,5-Dichlorophenylsulfanylmethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline 50 mg of 4-bromomethyl-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline, 46 mg of potassium carbonate, and 33 mg of 3,5-dichlorothiophenol reacted to give 15 mg of the title compound as a foam.

Sources & evidence

ORD record: ord-1b739f73dd27474d9bd6ec8705881986
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06858627B2

Linked notes

Loading…