9-Bromo-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-one → 4-Trifluoromethoxy-2-(2H-[1,2,4]triazol-3-yl)-phenylamine

HRID 2066403Notes

Reaction equation

HRID 2066403 reaction equation
[F:1][C:2]([F:19])([F:18])[O:3][C:4]1[CH:13]=[CH:12][C:11]2[NH:10]C(=O)[N:8]3[N:15]=[CH:16][N:17]=[C:7]3[C:6]=2[CH:5]=1.BrC1C=CC2NC(=O)N3N=CN=C3C=2C=1>>[F:19][C:2]([F:1])([F:18])[O:3][C:4]1[CH:13]=[CH:12][C:11]([NH2:10])=[C:6]([C:7]2[NH:8][N:15]=[CH:16][N:17]=2)[CH:5]=1

Participants

3

Reactant 2

HCID 1357668559-Bromo-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-oneHCID 1363330829-trifluoromethoxy-6H-[1,2,4]triazolo[1,5-c]quinazolin-5-one

Product 1

HCID 686972224-Trifluoromethoxy-2-(2H-[1,2,4]triazol-3-yl)-phenylamineYield 65%

Procedure

As described for example 23c) 9-trifluoromethoxy-6H-[1,2,4]triazolo[1,5-c]quinazolin-5-one (5.51 g, 20.4 mmol), instead of 9-bromo-6H-[1,2,4]triazolo[1,5-c]quinazolin-5-one, was converted to the title compound (3.22 g, 65%) which was obtained as a light brown solid. MS: m/e=245.2 [M+H]+.

Sources & evidence

ORD record
ord-693718fd7776458ab6080e14400514e3
Source dataset
uspto-grants-2012_10
Patent number
US08293730B2

Reaction notes

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