N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide → N-[4-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-phenyl]-methanesulfonamide

HRID 2272998Notes

Reaction equation

HRID 2272998 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:14]=[CH:13][C:12]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[CH:11][CH:10]=2)O1.I[C:22]1[C:23]2[N:24]([N:28]=[C:29]([NH2:31])[N:30]=2)[CH:25]=[CH:26][N:27]=1>>[NH2:31][C:29]1[N:30]=[C:23]2[C:22]([C:9]3[CH:10]=[CH:11][C:12]([NH:15][S:16]([CH3:19])(=[O:17])=[O:18])=[CH:13][CH:14]=3)=[N:27][CH:26]=[CH:25][N:24]2[N:28]=1

Participants

3

Reactant 2

HCID 16217653N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamideHCID 772308038-Iodo-[1,2,4]triazolo[1,5-a]pyrazin-2-amine

Product 1

HCID 89766992N-[4-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-phenyl]-methanesulfonamide

Procedure

Reaction of N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanesulfonamide with 8-iodo-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine analogously to general procedure 1 gives N-[4-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-phenyl]-methanesulfonamide which is reacted with 4-(4-chloro-phenyl)-morpholine to give the title compound as a solid.

Sources & evidence

ORD record
ord-8d717b9feff0402ca52f927fba117203
Source dataset
uspto-grants-2015_09
Patent number
US09120804B2

Reaction notes

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