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

HRID 25755
Notes
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Reaction equation

HRID 25755 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][NH:22][CH2:23][CH2:24][CH3:25].Br[CH2:27][C:28]1C2C(=CC=C(C3C=CC=CC=3OC)C=2)NC(C)(C)[CH:29]=1.C(=O)([O-])[O-].[K+].[K+]>C(N)CC>[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:22][C:23]1[CH:29]=[CH:28][CH:27]=[CH:25][CH:24]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 10337108[6-(2-Methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinolin-4-ylmethyl]propylamineHCID 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 7852
Propylamine
Solvent

Procedure

[6-(2-Methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinolin-4-ylmethyl]propylamine 44 mg of 4-bromomethyl-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline, 46 mg of potassium carbonate, and 30 μL of 1-propylamine reacted to give 4.6 mg of the title compound as a foam.

Sources & evidence

ORD record
ord-1a6d58c4307d4290aea3a6e77d7d3575
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