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

HRID 25768Notes

Reaction equation

HRID 25768 reaction equation
COC1C=CC(CS[CH2:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[O:26][CH3:27])[CH:18]=3)[NH:13][C:12]([CH3:29])([CH3:28])[CH:11]=2)=CC=1.BrCC1[C:43]2[C:38](=[CH:39][CH:40]=[C:41](C3C=CC=CC=3OC)[CH:42]=2)[NH:37]C(C)(C)C=1.C(=O)([O-])[O-].[K+].[K+]>COC1C=CC(CS)=CC=1>[CH3:27][O:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([CH3:29])([CH3:28])[CH:11]=[C:10]2[CH2:9][NH:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 117434924-(4-Methoxybenzylsulfanylmethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinolineHCID 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

Reagents, catalysts & solvents 1

HCID 804074-Methoxy-alpha-toluenethiolSolvent

Procedure

4-(4-Methoxybenzylsulfanylmethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline 100 mg of 4-bromomethyl-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline, 80 mg of potassium carbonate, and 80 μL of 4-methoxy-α-toluenethiol reacted to give 19 mg of the title compound as an oil.

Sources & evidence

ORD record
ord-f74eb692d42b4c6da77bbce38fd237d0
Source dataset
uspto-grants-2005_02
Patent number
US06858627B2

Reaction notes

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