HCID 86732324, compound → HCID 86732360, compound

HRID 517239Notes

Reaction equation

HRID 517239 reaction equation
[O:1]=[C:2]1[NH:11][CH:10]([C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][C:13]=2[S:20]([CH3:23])(=[O:22])=[O:21])[C:9]2[C:8](=[O:24])[CH2:7][CH2:6][CH2:5][C:4]=2[N:3]1[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31](F)([F:33])[F:32])[CH:26]=1.BrC1C=CC(C2C3C(=O)CCCC=3N(C3C=CC=C(C(F)F)C=3)C(=O)N2)=C(S(C)(=O)=O)C=1>>[F:33][CH:31]([F:32])[C:27]1[CH:26]=[C:25]([N:3]2[C:4]3[CH2:5][CH2:6][CH2:7][C:8](=[O:24])[C:9]=3[CH:10]([C:12]3[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][C:13]=3[S:20]([CH3:23])(=[O:22])=[O:21])[NH:11][C:2]2=[O:1])[CH:30]=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 86732324HCID 86732324, compound2×HCID 867323284-(1-(3-(Trifluoromethyl)phenyl)-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)-3-(methylsulfonyl)benzonitrile

Product 1

HCID 86732360HCID 86732360, compound

Procedure

The title compound is prepared in analogy to 4-(2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)-3-(methyl sulfonyl)benzonitrile (example 18), using 4-(4-bromo-2-(methylsulfonyl)phenyl)-1-(3-(difluoromethyl)phenyl)-3,4,7,8-tetrahydroquinazoline-2,5(1H,6H)-dione (intermediate 36) as starting material. Yield: 185 mg; ESI mass spectrum [M+H]+=472; Retention time HPLC: 0.93 min (Z012_S04).

Workup

  1. custom0.93 min (Z012_S04)

Sources & evidence

ORD record
ord-587b9261a9cb48bab0353b440f3b34ce
Source dataset
uspto-grants-2015_08
Patent number
US09115093B2

Reaction notes

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