Ammonia → 5-(4-Fluoro-phenyl)-[1,2,4]triazin-3-ylamine

Reaction equation

CS([C:5]1[N:6]=[N:7][CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[N:10]=1)(=O)=O.[NH3:18].C1COCC1>>[F:17][C:14]1[CH:15]=[CH:16][C:11]([C:9]2[N:10]=[C:5]([NH2:18])[N:6]=[N:7][CH:8]=2)=[CH:12][CH:13]=1

Participants

Reactant 3

HCID 222Ammonia

HCID 8028Tetrahydrofuran

HCID 67362865HCID 67362865, compound

Product 1

HCID 71760885-(4-Fluoro-phenyl)-[1,2,4]triazin-3-ylamineYield 74%

Procedure

5-(4-Fluorophenyl)-1,2,4-triazin-3-amine (2.80 g, 74%) was prepared from 3-(methylsulfonyl)-5-(4-fluorophenyl)-1,2,4-triazine (5.00 g, 19.7 mmol) and 0.5 M ammonia in THF (100 mL, 50.0 mmol) according to the general procedure of Preparation 2.

Workup

customaccording to the general procedure of Preparation 2

Sources & evidence

ORD record: ord-aa878e1cc311429da59fedc93b3f2c64
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08809525B2

Reaction notes

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