1H-1,2,4-Triazole, 5-bromo-1-methyl- → 2-methoxy-4-(1-methyl-1H-1,2,4-triazol-5-yl)aniline

Reaction equation

Br[C:2]1[N:6]([CH3:7])[N:5]=[CH:4][N:3]=1.[CH3:8][O:9][C:10]1[CH:16]=[C:15](B2OC(C)(C)C(C)(C)O2)[CH:14]=[CH:13][C:11]=1[NH2:12]>>[CH3:8][O:9][C:10]1[CH:16]=[C:15]([C:2]2[N:6]([CH3:7])[N:5]=[CH:4][N:3]=2)[CH:14]=[CH:13][C:11]=1[NH2:12]

Participants

Reactant 2

HCID 1401211H-1,2,4-Triazole, 5-bromo-1-methyl-

HCID 177502072-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Product 1

HCID 899956342-methoxy-4-(1-methyl-1H-1,2,4-triazol-5-yl)aniline

Procedure

The title compound was prepared according to the method described for Preparation 158 using 5-bromo-1-methyl-1H-1,2,4-triazole and 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline. The residue was purified using Biotage silica gel column chromatography eluting with EtOAc.

Workup

customThe residue was purified
washeluting with EtOAc

Sources & evidence

ORD record: ord-16ad50d2510c4303bcd7423a063f6ef6
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09409907B2

Reaction notes

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