(3-Chlorophenyl)boronic acid → 6-(3-Chlorophenyl)-5-phenyl-1,2,4-triazin-3-amine

Reaction equation

Br[C:2]1[N:7]=[N:6][C:5]([NH2:8])=[N:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[Cl:15][C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][CH:21]=1>>[Cl:15][C:16]1[CH:21]=[C:20]([C:2]2[N:7]=[N:6][C:5]([NH2:8])=[N:4][C:3]=2[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:19]=[CH:18][CH:17]=1

Participants

Reactant 2

HCID 2734323(3-Chlorophenyl)boronic acid

HCID 866761146-Bromo-5-phenyl-1,2,4-triazin-3-amine

Product 1

HCID 533545216-(3-Chlorophenyl)-5-phenyl-1,2,4-triazin-3-amineYield 49%

Procedure

6-(3-Chlorophenyl)-5-phenyl-1,2,4-triazin-3-amine (110 mg, 49%) was prepared from 6-bromo-5-phenyl-1,2,4-triazin-3-amine (0.21 g, 0.80 mmol) and 3-chlorophenylboronic acid (0.12 g, 0.80 mmol) according to the general procedure of Example 1.

Sources & evidence

ORD record: ord-26bb74e44f6a430fa2e39ce4b3de7801
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09249130B2

Reaction notes

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