1H-Pyrazole-4-boronic acid → ethyl 6-(1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-2-carboxylate

HRID 1878486Notes

Reaction equation

HRID 1878486 reaction equation
C([Si](C(C)C)(C(C)C)[N:5]1C=[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.[NH:30]1C=C(B(O)O)C=N1>>[NH:5]1[CH:6]=[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:8]=[N:30]1

Participants

3

Reactant 2

HCID 177502781H-Pyrazole-4-boronic acidHCID 44136203Ethyl 6-[1-(triisopropylsilyl)-1H-pyrrol-3-yl]imidazo[1,2-a]pyridine-2-carboxylate

Product 1

HCID 44136205ethyl 6-(1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-2-carboxylate

Conditions

Temperature
90 °C

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 pyrazole-4-boronic acid and heating at 90° C. by microwave for 37 minutes.

Workup

  1. customThis product is prepared under conditions similar to

Sources & evidence

ORD record
ord-1f30a6bbd21c4299a75589c0ca518c6c
Source dataset
uspto-grants-2012_11
Patent number
US08314109B2

Reaction notes

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