HCID 22647914, compound → HCID 22648046, compound

HRID 394086Notes

Reaction equation

HRID 394086 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[C:18]2[C:13](=[C:14]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=3[Cl:30])[CH:15]=[C:16]([C:19]([F:22])([F:21])[F:20])[CH:17]=2)[CH:12]([S:31]([O-:34])(=[O:33])=[O:32])[N:11]([CH3:35])[C:10]1=[O:36].ClC1C=CC=C(Cl)C=1N1C2C(=C(C3C=CC(F)=CC=3Cl)C=C(OC)C=2)CN(C)C1=O.ClC1C=CC=C(Cl)C=1N1C2C(=C(C3C=CC(F)=CC=3F)C=C(O)C=2)CNC1=O.ClC1C=CC=C(Cl)C=1N1C2C(=C(C3C=CC(F)=CC=3F)C=C(C(F)(F)F)C=2)CN([S:125]([O-:128])(=[O:127])=[O:126])C1=O>>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[N:9]1[C:18]2[C:13](=[C:14]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=3[Cl:30])[CH:15]=[C:16]([C:19]([F:22])([F:20])[F:21])[CH:17]=2)[CH2:12][N:11]([S:125]([O-:128])(=[O:127])=[O:126])[C:10]1=[O:36].[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[N:9]1[C:18]2[C:13](=[C:14]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=3[Cl:30])[CH:15]=[C:16]([C:19]([F:22])([F:21])[F:20])[CH:17]=2)[CH:12]([S:31]([O-:34])(=[O:32])=[O:33])[N:11]([CH3:35])[C:10]1=[O:36]

Participants

6

Reactant 4

HCID 22647914HCID 22647914, compoundHCID 22647964HCID 22647964, compound2×HCID 22648046HCID 22648046, compoundHCID 22648076HCID 22648076, compound

Product 2

HCID 22648046HCID 22648046, compoundHCID 22648069HCID 22648069, compound

Procedure

The title compound was prepared from 1-(2,6-dichlorophenyl)-3-methyl-5-(2-chloro-4-fluorophenyl)-7-trifluoromethylsulfonato-3,4-dihydro-2(1H)-quinazolinone as described in EXAMPLE 41. 1-(2,6-dichlorophenyl)-3-methyl-5-(2-chloro-4-fluorophenyl)-7-trifluoromethylsulfonato-3,4-dihydro-2(1H)-quinazolinone was prepared from 1-(2,6-dichlorophenyl)-3-methyl-5-(2-chloro-4-fluorophenyl)-7-methoxy-3,4-dihydro-2(1H)-quinazolinone (INTERMEDIATE 58) as described in INTERMEDIATE 48 and INTERMEDIATE 60. 1H NMR(CDCl3, 500 MHz): diastereomeric atropisomers δ 1.32 (m, 3H), 2.37 (brs, 2H), 2.51 (brm, 1H), 3.10 (t, 2H, J=5.7 Hz), 3.53 (brs, 2H), 4.36 (m, 0.5H), 4.47 (m, 0.5H), 5.51 (d, 0.5H, 2.9 Hz), 5.58 (d, 0.5H, J=2.7 Hz), 5.90 (brs, 1H), 6.13 (s, 0.5H), 6.15 (s, 0.5H), 6.83 (s, 0.5H), 6.90 (s, 0.5H), 7.09-7.13 (m, 1H), 7.28-7.42 (m, 3H), 7.51-7.58 (m, 2H). MS(ES) 516 (M+H); LC 1: 2.22 min.

Workup

  1. custom2.22 min.

Sources & evidence

ORD record
ord-60e446644bbb4b4c8d965268782ef3d4
Source dataset
uspto-grants-2004_10
Patent number
US06809199B2

Reaction notes

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