Dichloromethane → 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-3,4-dihydro-7-methoxy-2(1H)-quinolinone

HRID 394223Notes

Reaction equation

HRID 394223 reaction equation
CCN(CC)CC.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[C:10]=1[N:16]1[C:25]2[C:20](=[C:21]([C:28]3[CH:33]=[CH:32][C:31](F)=[CH:30][C:29]=3F)[CH:22]=[C:23]([O:26][CH3:27])[CH:24]=2)[CH2:19][CH2:18][C:17]1=[O:36].C(Cl)[Cl:38]>>[Cl:38][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=1[C:21]1[CH:22]=[C:23]([O:26][CH3:27])[CH:24]=[C:25]2[C:20]=1[CH2:19][CH2:18][C:17](=[O:36])[N:16]2[C:10]1[C:9]([Cl:8])=[CH:14][CH:13]=[CH:12][C:11]=1[Cl:15]

Participants

4

Reactant 3

HCID 6344Dichloromethane2×HCID 8471TriethylamineHCID 226480981-(2,6-dichlorophenyl)-5-(2,4-difluorophenyl)-3,4-dihydro-7-methoxy-2(1H)-quinolinone

Product 1

HCID 226481195-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-3,4-dihydro-7-methoxy-2(1H)-quinolinone

Procedure

A solution of 5 in 100 mL of CH2Cl2 was added Et3N (4.28 mL, 30.72 mmol) and 2 (26.88 mmol) in 27 mL of CH2Cl2. After 16 h at rt, it was loaded on silica gel and eluted with EtOAc:hexane=1:3 give 6 (16.62 g). Mass spectrum (ESI) for 6, 703 (M+1).

Workup

  1. washeluted with EtOAc

Sources & evidence

ORD record
ord-8d4a30056b8843be8f60e784ea3e6c8a
Source dataset
uspto-grants-2004_10
Patent number
US06809199B2

Reaction notes

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