N-[2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide → HCID 67365676, compound

HRID 2407171Notes

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.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20](B2OC(C)(C)C(C)(C)O2)=[CH:19][C:18]=1[NH:32][C:33](=[O:35])[CH3:34]>>[NH2:8][C:5]1[N:6]=[N:7][C:2]([C:20]2[CH:21]=[CH:22][C:17]([O:16][CH3:15])=[C:18]([NH:32][C:33](=[O:35])[CH3:34])[CH:19]=2)=[C:3]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:4]=1

Participants

Reactant 2

HCID 53217247N-[2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide

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

Product 1

HCID 67365676HCID 67365676, compoundYield 25%

Procedure

N-[5-(3-Amino-5-phenyl-1,2,4-triazin-6-yl)-2-methoxyphenyl]acetamide (0.170 g, 25%) was prepared from 6-bromo-5-phenyl-1,2,4-triazin-3-amine (0.5 g, 1.99 mmol) and N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide according to the general procedure of Example 1.

Sources & evidence

ORD record: ord-60dafc0977af4da9918f78277686c407
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08809525B2

Reaction notes

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