2-Acetylphenylboronic acid → 1-{2-[3-(Pyridin-2-ylcarbonyl)-8-(Trifluoromethyl)Quinolin-4-yl]Phenyl}Ethanone

HRID 2104483Notes

Reaction equation

HRID 2104483 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)=[O:17].[C:24]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1B(O)O)(=[O:26])[CH3:25]>>[N:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:16]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:2]=1[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=1[C:24](=[O:26])[CH3:25])=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]([F:15])([F:14])[F:13])=[O:17]

Participants

3

Reactant 2

HCID 27343092-Acetylphenylboronic acidHCID 66913162(4-Chloro-8-trifluoromethyl-quinolin-3-yl)-pyridin-2-yl-methanone

Product 1

HCID 669131631-{2-[3-(Pyridin-2-ylcarbonyl)-8-(Trifluoromethyl)Quinolin-4-yl]Phenyl}Ethanone

Procedure

This compound was prepared using the procedure of Example 1, step 5 using (4-chloro-8-trifluoromethyl-quinolin-3-yl)-pyridin-2-yl-methanone in place of [4-chloro-8-(trifluoromethyl)quinolin-3-yl](phenyl)methanone and 2-acetylphenylboronic acid in place of phenyl boronic acid. MS (ESI) m/z 421 ([M+H]+); 1H NMR (CDCl3) δ 9.24 (s, 1H), 8.63 (d, J=4.16 Hz, 1H), 8.13 (d, J=7.03 Hz, 1H), 7.93 (m, 2H), 7.81 (m, 1H), 7.51 (m, 5H), 7.18 (m, 1H), 2.41 (s, 3H).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-c27c53fd27b74d668ccb47513a9f0141
Source dataset
uspto-grants-2009_08
Patent number
US07576215B2

Reaction notes

Loading…