Benzenemethanamine, 4-chloro-3-(trifluoromethyl)- → 4-((4-Chloro-3-(trifluoromethyl)benzyl)amino)benzo[d][1,2,3]triazine-8-carboxamide

HRID 59963

Reaction equation

HRID 59963 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH2:9])=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11].O[C:15]1[C:16]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([NH2:27])=[O:26])[C:17]=2[N:18]=[N:19][N:20]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:15]2[C:16]3[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([NH2:27])=[O:26])[C:17]=3[N:18]=[N:19][N:20]=2)=[CH:4][C:3]=1[C:10]([F:11])([F:12])[F:13]

Participants

3

Reactant 2

HCID 485440Benzenemethanamine, 4-chloro-3-(trifluoromethyl)-HCID 1785136134-oxo-1H-1,2,3-benzotriazine-8-carboxamide

Product 1

HCID 760735754-((4-Chloro-3-(trifluoromethyl)benzyl)amino)benzo[d][1,2,3]triazine-8-carboxamide

Procedure

Compound 4 was prepared following general synthetic scheme 7 wherein (4-chloro-3-(trifluoromethyl)phenyl)methanamine was reacted with 4-hydroxybenzo[d][1,2,3]-triazine-8-carboxamide to give the title compound. LC-MS [382 (M+1)], 1H NMR (400 MHz, DMSO-d): δ 9.38-9.32 (m, 2H), 8.54 (d, 1H), 8.48 (d, 1H), 8.05 (s, 1H), 8.02-7.98 (m, 1H), 7.95 (s, 1H), 7.73-7.68 (m, 2H), 4.96 (d, 2H).

Workup

  1. customCompound 4 was prepared

Sources & evidence

ORD record
ord-33f2834b9c86443388921c0d203f1ac2
Source dataset
uspto-grants-2016_09
Patent number
US09440968B2

Linked notes

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