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

HRID 25752

Reaction equation

C(S[CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[O:22][CH3:23])[CH:14]=2)[NH:9][C:8]([CH3:25])([CH3:24])[CH:7]=1)C=C.BrCC1[C:37]2[C:32](=[CH:33][CH:34]=[C:35](C3C=CC=CC=3OC)[CH:36]=2)[NH:31]C(C)(C)C=1.C(=O)([O-])[O-].[K+].[K+].C(S)C=C>>[CH3:23][O:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([CH3:24])([CH3:25])[CH:7]=[C:6]2[CH2:5][NH:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

Reactant 4

HCID 11430Potassium Carbonate

HCID 13367Allyl Mercaptan

HCID 99503574-Allylsulfanylmethyl-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-Allylsulfanylmethyl-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 15 μL of allyl mercaptan reacted to give 5 mg of the title compound as a foam.

Sources & evidence

ORD record: ord-7c2ec55a6dd5490c91342995e2ed5b9c
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06858627B2

Linked notes

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