4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)acetanilide → N-[4-(8-Cyclopropylamino-imidazo[1,2-a]pyrazin-3-yl)-phenyl]-acetamide

HRID 1371372Notes

Reaction equation

HRID 1371372 reaction equation
Br[C:2]1[N:6]2[CH:7]=[CH:8][N:9]=[C:10]([NH:11][CH:12]3[CH2:14][CH2:13]3)[C:5]2=[N:4][CH:3]=1.CC1(C)C(C)(C)OB([C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:32])[CH3:31])=[CH:25][CH:24]=2)O1>>[CH:12]1([NH:11][C:10]2[C:5]3[N:6]([C:2]([C:23]4[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:32])[CH3:31])=[CH:25][CH:24]=4)=[CH:3][N:4]=3)[CH:7]=[CH:8][N:9]=2)[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 27346194'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)acetanilideHCID 210709123-Bromo-N-cyclopropylimidazo[1,2-a]pyrazin-8-amine

Product 1

HCID 21070830N-[4-(8-Cyclopropylamino-imidazo[1,2-a]pyrazin-3-yl)-phenyl]-acetamideYield 12%

Procedure

Using Method 2, the title compound was prepared in 12% yield from 3-bromo-imidazo[1,2-a]pyrazin-8-yl)-cyclopropyl-amine (Example 6) and N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetamide (from Aldrich).

Sources & evidence

ORD record
ord-2eae08511ce64c79bdf7ed4994ac1fb0
Source dataset
uspto-grants-2007_01
Patent number
US07157460B2

Reaction notes

Loading…