Furan-3-boronic acid → Ethyl 6-(furan-3-yl)imidazo[1,2-a]pyridine-2-carboxylate

Reaction equation

C([Si](C(C)C)(C(C)C)N1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[N:14]([CH:16]=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:18]=3)[CH:15]=2)=[CH:6]1)(C)C.[O:30]1C=CC(B(O)O)=C1>>[O:30]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[N:14]([CH:16]=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:18]=3)[CH:15]=2)=[CH:6]1

Participants

Reactant 2

HCID 2734358Furan-3-boronic acid

HCID 44136203Ethyl 6-[1-(triisopropylsilyl)-1H-pyrrol-3-yl]imidazo[1,2-a]pyridine-2-carboxylate

Product 1

HCID 44136207Ethyl 6-(furan-3-yl)imidazo[1,2-a]pyridine-2-carboxylate

Procedure

This product is prepared under conditions similar to those described for the preparation of Intermediate 15 (step 15.1), replacing the 1-(triisopropylsilyl)pyrrole-3-boronic acid with furan-3-boronic acid.

Workup

customThis product is prepared under conditions similar to

Sources & evidence

ORD record: ord-96df16e66c2e4b1fbd669ca09ae395a8
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08691990B2

Reaction notes

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