2-Bromoethyl methyl ether → 4-(1-(3-(Trifluoromethyl)phenyl)-3-(2-methoxyethyl)-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)benzonitrile

HRID 517242Notes

Reaction equation

HRID 517242 reaction equation
[CH2:1]([N:5]1[CH:14]([C:15]2[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=2)[C:13]2[C:12](=[O:23])[CH2:11][CH2:10][CH2:9][C:8]=2[N:7]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=2)[C:6]1=[O:34])[CH2:2]CC.BrC[CH2:37][O:38]C>>[F:32][C:30]([F:33])([F:31])[C:26]1[CH:25]=[C:24]([N:7]2[C:8]3[CH2:9][CH2:10][CH2:11][C:12](=[O:23])[C:13]=3[CH:14]([C:15]3[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=3)[N:5]([CH2:1][CH2:2][O:38][CH3:37])[C:6]2=[O:34])[CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 809722-Bromoethyl methyl etherHCID 867323624-(3-Butyl-1-(3-(trifluoromethyl)phenyl)-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)benzonitrile

Product 1

HCID 867323634-(1-(3-(Trifluoromethyl)phenyl)-3-(2-methoxyethyl)-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)benzonitrile

Procedure

The title compound is prepared in analogy to 4-(3-butyl-1-(3-(trifluoromethyl)phenyl)-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)benzonitrile (example 21), using 1-bromo-2-methoxyethane as alkylating agent. Yield: 15 mg; ESI mass spectrum [M+H]+=470; Retention time HPLC: 1.33 min (V001—006).

Sources & evidence

ORD record
ord-08f80e7bb1014646aa619b299e6cf02f
Source dataset
uspto-grants-2015_08
Patent number
US09115093B2

Reaction notes

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