Thiophene-3-boronic acid → HCID 22038553, compound

HRID 852230Notes

Reaction equation

HRID 852230 reaction equation
Br[C:2]1[C:3]2[N:4]([C:8]([CH2:11][C:12]([CH3:17])([N+:14]([O-:16])=[O:15])[CH3:13])=[CH:9][N:10]=2)[CH:5]=[CH:6][CH:7]=1.[S:18]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19]1>>[CH3:13][C:12]([N+:14]([O-:16])=[O:15])([CH3:17])[CH2:11][C:8]1[N:4]2[CH:5]=[CH:6][CH:7]=[C:2]([C:20]3[CH:21]=[CH:22][S:18][CH:19]=3)[C:3]2=[N:10][CH:9]=1

Participants

3

Reactant 2

HCID 581760Thiophene-3-boronic acidHCID 22038560HCID 22038560, compound

Product 1

HCID 22038553HCID 22038553, compoundYield 75.3%

Procedure

8-Bromo-3-(2-methyl-2-nitropropyl)imidazo[1,2-a]pyridine (1.0 g, 3.35 mmol) and thiophene-3-boronic acid (0.64 g, 5.0 mmol) are coupled as described in Amine 14 to give 760 mg of 3-(2-methyl-2-nitropropyl)-8-(3-thienyl)imidazo[1,2-a]pyridine (75%).

Sources & evidence

ORD record
ord-92e2bfbb6f174d2eb09cb96b72aab214
Source dataset
uspto-grants-2007_08
Patent number
US07253181B2

Reaction notes

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