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

HRID 25772
Notes
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Reaction equation

HRID 25772 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[NH:15][C:14]([CH3:20])([CH3:19])[CH:13]=[C:12]2[CH2:21]SC1C=CC(OC)=CC=1.BrCC1[C:42]2[C:37](=[CH:38][CH:39]=[C:40](C3C=CC=CC=3OC)[CH:41]=2)[NH:36]C(C)(C)C=1.C(=O)([O-])[O-].[K+].[K+]>COC1C=CC(S)=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[NH:15][C:14]([CH3:20])([CH3:19])[CH:13]=[C:12]2[CH2:21][NH:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 104097426-(2-Methoxyphenyl)-4-(4-methoxyphenylsulfanylmethyl)-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 12765
4-Methoxybenzenethiol
Solvent

Procedure

6-(2-Methoxyphenyl)-4-(4-methoxyphenylsulfanylmethyl)-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 70 μL of 4-methoxy benzenethiol reacted to give 9 mg of the title compound as an oil.

Sources & evidence

ORD record
ord-ca0edf162fdb4a09ae232ff03b5673b7
Source dataset
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06858627B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes