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

HRID 25765Notes

Reaction equation

C(C1C=CC(S[CH2:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[O:29][CH3:30])[CH:21]=3)[NH:16][C:15]([CH3:32])([CH3:31])[CH:14]=2)=CC=1)(C)(C)C.BrCC1[C:44]2[C:39](=[CH:40][CH:41]=[C:42](C3C=CC=CC=3OC)[CH:43]=2)[NH:38]C(C)(C)C=1.C(=O)([O-])[O-].[K+].[K+].C(C1C=CC(C2C=CC=CC=2S)=CC=1)(C)(C)C>>[CH3:30][O:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[C:20]1[CH:21]=[C:22]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15]([CH3:32])([CH3:31])[CH:14]=[C:13]2[CH2:12][NH:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

Participants

Reactant 4

HCID 11430Potassium Carbonate

HCID 22566498HCID 22566498, compound

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

HCID 22566543HCID 22566543, compound

Product 1

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

Procedure

4-(4-tert-Butylphenylsulfanylmethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline 60 mg of 4-bromomethyl-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline, 46 mg of potassium carbonate, and 25 μL of 4-tert-butylphenylthiophenol reacted to give 9 mg of the title compound as an oil.

Sources & evidence

ORD record: ord-0e373836112749a6946d93ae9d53c357
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06858627B2

Reaction notes

Loading…