2,5-Dimethylfuran → HCID 21875254, compound

HRID 1986529Notes

Reaction equation

[O:1]=[C:2]1[CH:6]=[CH:5][C:4](=[O:7])[N:3]1[C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([C:16]([F:19])([F:18])[F:17])[CH:9]=1.[CH3:20][C:21]1[O:22][C:23]([CH3:26])=[CH:24][CH:25]=1>C1(C)C=CC=CC=1>[CH3:20][C:21]12[O:22][C:23]([CH3:26])([CH:24]=[CH:25]1)[CH:6]1[CH:5]2[C:4](=[O:7])[N:3]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([C:16]([F:17])([F:19])[F:18])[CH:9]=2)[C:2]1=[O:1]

Participants

Conditions

Temperature: 60 °C

Procedure

A slurry of 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-2-trifluoromethyl-benzonitrile (30 g, 113 mmol) and 2,5-dimethylfuran (70 mL) was stirred at 60° C. for 0.5 h. After toluene (40 mL) was added, the reaction mixture was stirred at 60° C. for 3 h. The mixture was then cooled in ice bath. The solid was collected by filtration and washed with cold toluene (30 mL) to give Preparation 1 as an off white solid (36.8 g, 102 mmol, 90% yield).

Workup

temperatureThe mixture was then cooled in ice bath
filtrationThe solid was collected by filtration
washwashed with cold toluene (30 mL)
customto give

Sources & evidence

ORD record: ord-c8af1bf631534c1695a6a00e29a5c290
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07550458B2

Reaction notes

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