N-bromobutanimide → 6-Bromo-5-(4-fluorophenyl)-1,2,4-triazin-3-amine

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([NH2:14])[N:11]=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[Br:15]N1C(=O)CCC1=O>>[Br:15][C:13]1[N:12]=[N:11][C:10]([NH2:14])=[N:9][C:8]=1[C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 71760885-(4-Fluoro-phenyl)-[1,2,4]triazin-3-ylamine

Product 1

HCID 866761176-Bromo-5-(4-fluorophenyl)-1,2,4-triazin-3-amineYield 51.8%

Procedure

6-Bromo-5-(4-fluorophenyl)-1,2,4-triazin-3-amine (1.95 g, 49%) was prepared from 5-(4-fluorophenyl)-1,2,4-triazin-3-amine (2.8 g, 14.00 mmol) and N-bromosuccinimide (7.87 g, 44.00 mmol) according to the general procedure of Preparation 3.

Workup

customaccording to the general procedure of Preparation 3

Sources & evidence

ORD record: ord-a96505796c194ebbb82305ecc6c2c19b
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09249130B2

Reaction notes

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