Water → 5-(3-methyl-4-nitrophenyl)furo[3,2-c]pyridin-4(5H)-one

HRID 422079Notes

Reaction equation

F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([CH3:11])[CH:3]=1.[O:12]1[C:20]2[CH:19]=[CH:18][NH:17][C:16](=[O:21])[C:15]=2[CH:14]=[CH:13]1.C([O-])([O-])=O.[Cs+].[Cs+].O>CN(C=O)C>[CH3:11][C:4]1[CH:3]=[C:2]([N:17]2[CH:18]=[CH:19][C:20]3[O:12][CH:13]=[CH:14][C:15]=3[C:16]2=[O:21])[CH:7]=[CH:6][C:5]=1[N+:8]([O-:10])=[O:9]

Participants

Conditions

Temperature: 125 °C

Procedure

4-Fluoro-2-methyl-1-nitrobenzene (2.3 mL, 19 mmol) was added to a suspension of furo[3,2-c]pyridin-4(5H)-one (2.115 g, 15.67 mmol) and Cs2CO3 (5.097 g, 15.67 mmol) in anhydrous DMF (100 mL) and the resulting suspension was heated to 125° C. and stirred for 15 h. H2O was added and the aqueous suspension was filtered. The solid was dried under reduced pressure to afford 4.6 g of crude 5-(3-methyl-4-nitrophenyl)furo[3,2-c]pyridin-4(5H)-one, which was used without further purification.

Workup

filtrationthe aqueous suspension was filtered
customThe solid was dried under reduced pressure

Sources & evidence

ORD record: ord-38672bfa8ebe4c00a85c3504a8040464
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08101632B2

Reaction notes

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