2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → 4-{6-[(3,4-Dichlorobenzyl)amino]pyrazin-2-yl}-2-methoxyphenol

HRID 1244403Notes

Reaction equation

HRID 1244403 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([Cl:17])[CH:11]=2)[CH:5]=[N:4][CH:3]=1.[CH3:18][O:19][C:20]1[CH:25]=[C:24](B2OC(C)(C)C(C)(C)O2)[CH:23]=[CH:22][C:21]=1[OH:35]>>[Cl:17][C:12]1[CH:11]=[C:10]([CH:15]=[CH:14][C:13]=1[Cl:16])[CH2:9][NH:8][C:6]1[N:7]=[C:2]([C:24]2[CH:23]=[CH:22][C:21]([OH:35])=[C:20]([O:19][CH3:18])[CH:25]=2)[CH:3]=[N:4][CH:5]=1

Participants

3

Reactant 2

HCID 27346502-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 219193476-Chloro-N-(3,4-dichlorobenzyl)pyrazin-2-amine

Product 1

HCID 1354306054-{6-[(3,4-Dichlorobenzyl)amino]pyrazin-2-yl}-2-methoxyphenolYield 57%

Procedure

In a procedure analogous to Example 22, reaction of 6-chloro-N-(3,4-dichlorobenzyl)pyrazin-2-amine and 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol furnished the product (57%).

Sources & evidence

ORD record
ord-be8b987dd1b54baaa329520ba0644d55
Source dataset
uspto-grants-2006_10
Patent number
US07122550B2

Reaction notes

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