Ethynylpyridine → Ethyl 3-(pyridin-3-yl)-1H-pyrazole-5-carboxylate

HRID 1409974Notes

Reaction equation

C[Si](C)(C)[C:3]1[CH:7]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[NH:5][N:4]=1.C(OCC=[N+]=[N-])(=O)C.C([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=1)#C>>[N:26]1[CH:27]=[CH:28][CH:29]=[C:30]([C:3]2[CH:7]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[NH:5][N:4]=2)[CH:25]=1

Participants

Reactant 3

HCID 137268Ethynylpyridine

HCID 54217441Diazoethylacetate

HCID 178469409Ethyl 3-(trimethylsilyl)-1H-pyrazole-5-carboxylate

Product 1

HCID 575603Ethyl 3-(pyridin-3-yl)-1H-pyrazole-5-carboxylate

Procedure

Was prepared in a similar way to ethyl 3-(trimethylsilyl)-1H-pyrazole-5-carboxylate using diazoethyl acetate (Purchased from Aldrich) and 2-ethynyl-pyridine (Purchased from Aldrich)

Sources & evidence

ORD record: ord-726efde8534c47babb8761842983a26a
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921401B2

Reaction notes

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