Ethylamine → 4-(4-Cyano-2-methylphenyl)-N-ethyl-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazoline-3(4H)-carboxamide

HRID 517286Notes

Reaction equation

HRID 517286 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:18]3[C:17](=[O:19])[CH2:16][CH2:15][CH2:14][C:13]=3[N:12]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=3)[C:11](=[O:30])[N:10]2[C:31]([NH:33][CH3:34])=[O:32])=[C:5]([CH3:35])[CH:4]=1)#[N:2].[CH2:36](N)C>>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:18]3[C:17](=[O:19])[CH2:16][CH2:15][CH2:14][C:13]=3[N:12]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=3)[C:11](=[O:30])[N:10]2[C:31]([NH:33][CH2:34][CH3:36])=[O:32])=[C:5]([CH3:35])[CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 6341EthylamineHCID 867324124-(4-Cyano-2-methylphenyl)-N-methyl-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazoline-3(4H)-carboxamide

Product 1

HCID 867324134-(4-Cyano-2-methylphenyl)-N-ethyl-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazoline-3(4H)-carboxamide

Procedure

The title compound is prepared in analogy to 4-(4-cyano-2-methylphenyl)-N-methyl-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazoline-3(4H)-carboxamide (example 73), replacing methylamine with ethylamine as reagent. Yield: 45 mg; ESI mass spectrum [M+H]+=497; Retention time HPLC: 0.77 min (X012_S01).

Workup

  1. custom0.77 min (X012_S01)

Sources & evidence

ORD record
ord-3e933e97422e44d3a8861905a3754548
Source dataset
uspto-grants-2015_08
Patent number
US09115093B2

Reaction notes

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