(2,3-Dihydro-1,4-benzodioxin-6-yl)boronic acid → HCID 23654208, compound

HRID 1785517Notes

Reaction equation

HRID 1785517 reaction equation
C[O:2][C:3]([C:5]1[S:9][C:8]([N:10]2[C:14]3[CH:15]=[C:16]([O:21][CH3:22])[C:17]([O:19][CH3:20])=[CH:18][C:13]=3[N:12]=[CH:11]2)=[N:7][C:6]=1Br)=[O:4].[O:24]1[C:29]2[CH:30]=[CH:31][C:32](B(O)O)=[CH:33][C:28]=2[O:27][CH2:26][CH2:25]1>>[O:24]1[C:29]2[CH:30]=[CH:31][C:32]([C:6]3[N:7]=[C:8]([N:10]4[C:14]5[CH:15]=[C:16]([O:21][CH3:22])[C:17]([O:19][CH3:20])=[CH:18][C:13]=5[N:12]=[CH:11]4)[S:9][C:5]=3[C:3]([OH:2])=[O:4])=[CH:33][C:28]=2[O:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 2776178(2,3-Dihydro-1,4-benzodioxin-6-yl)boronic acidHCID 57595851HCID 57595851, compound

Product 1

HCID 23654208HCID 23654208, compoundYield 22%

Procedure

In a similar manner as described for Example 26, 4-bromo-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid methyl ester (40 mg, 0.1 mmol) and 1,4-benzodioxane-6-boronic acid (27 mg, 0.15 mmol) gave 4-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid (9.5 mg, 22%) as a white solid. MS 440 m/z (M+1).

Sources & evidence

ORD record
ord-b5b66d178564491d9f7645ea0d9be57e
Source dataset
uspto-grants-2009_03
Patent number
US07504513B2

Reaction notes

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