Hydrochloric Acid → 3-Benzyl-4-(4-methoxyphenyl)-8-(trifluoromethyl)quinoline

HRID 2104490Notes

Reaction equation

HRID 2104490 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:18]3[C:13](=[C:14]([C:19]([F:22])([F:21])[F:20])[CH:15]=[CH:16][CH:17]=3)[N:12]=[CH:11][C:10]=2[C:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=O)=[CH:5][CH:4]=1.C1(C(C2C=NC3C(C=2C2C=CC=CC=2)=CC=CC=3C(F)(F)F)=O)C=CC=CC=1.Cl>CCOCC>[CH2:23]([C:10]1[CH:11]=[N:12][C:13]2[C:18]([C:9]=1[C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:22])([F:20])[F:21])[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 11165686[4-(4-Methoxyphenyl)-8-(trifluoromethyl)quinolin-3-yl](phenyl)methanoneHCID 11360909Phenyl[4-phenyl-8-(trifluoromethyl)quinolin-3-yl]methanone

Product 1

HCID 112115413-Benzyl-4-(4-methoxyphenyl)-8-(trifluoromethyl)quinoline

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

This compound was prepared using the procedure of Example 31 substituting [4-(4-methoxyphenyl)-8-(trifluoromethyl)quinolin-3-yl](phenyl)methanone of Example 2 for 2 phenyl[4-phenyl-8-(trifluoromethyl)quinolin-3-yl]methanone. The HCl salt was further prepared using HCl in ether. MS (ESI) m/z 394 ([M+H]+); 1H NMR (acetone-d6) δ 8.97 (s, 1H), 8.12 (d, J=7.2 Hz, 1H), 7.76 (d, J=8.4 Hz, 1H), 7.63 (m, 1H), 7.25 (m, 4H), 7.15 (m, 3H), 7.07 (d, J=7.5 Hz, 2H), 4.08 (s, 2H), 3.92 (s, 3H).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-0f0f686eef3d4a8cb49571166b5136b0
Source dataset
uspto-grants-2009_08
Patent number
US07576215B2

Reaction notes

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