5-(2-Chlorophenyl)-3,4-dihydro-7-methoxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinone → 5-(2-Chlorophenyl)-3,4-dihydro-7-hydroxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinone

HRID 394075Notes

Reaction equation

HRID 394075 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([O:18]C)[CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][C:12](=[O:31])[N:13]2[C:20]1[C:25]([CH3:26])=[CH:24][CH:23]=[C:22]([C:27]([O:29][CH3:30])=[O:28])[CH:21]=1.ClC1C=CC=C(Cl)C=1N1C2C(=C(C3C=CC(F)=CC=3F)C=C(O)C=2)CCC1=O>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([OH:18])[CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][C:12](=[O:31])[N:13]2[C:20]1[C:25]([CH3:26])=[CH:24][CH:23]=[C:22]([C:27]([O:29][CH3:30])=[O:28])[CH:21]=1

Participants

3

Reactant 2

HCID 226480575-(2-Chlorophenyl)-3,4-dihydro-7-methoxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinone2×HCID 226480931-(2,6-Dichlorophenyl)-5-(2,4-difluorophenyl)-3,4-dihydro-7-hydroxy-2(1H)-quinolinone

Product 1

HCID 226480355-(2-Chlorophenyl)-3,4-dihydro-7-hydroxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinone

Procedure

5-(2-Chlorophenyl)-3,4-dihydro-7-hydroxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinone was prepared from 5-(2-chlorophenyl)-3,4-dihydro-7-methoxy-1-(3-methoxycarbonyl-6-methylphenyl)-2(1H)-quinolinone (INTERMEDIATE 17) by a procedure analogous to that described in INTERMEDIATE 3. Mass spectrum (ESI) 422.2 (M+1). 1H NMR (500 MHz, CDCl3): δ 7.93 (d, J=7.5 Hz, 1H); 7.85 (d, J=17.5 Hz, 1H); 7.49 (m, 3H); 7.7.26 (m, 1H); 6.34 (s, 1H); 5.78 (s, 1H); 3.85 (s, 3H); 2.62 (m, 4H); 2.14 (d, J=10.5 Hz, 3H).

Sources & evidence

ORD record
ord-27c55d2088664cd7abe31b8928b13d5b
Source dataset
uspto-grants-2004_10
Patent number
US06809199B2

Reaction notes

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