1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 59570400, compound

HRID 1880685Notes

Reaction equation

N12CCCN=C1CCCCC2.[F:12][C:13]([F:27])([F:26])[C:14]1[CH:19]=[CH:18][N:17]=[C:16]([C:20]2[NH:21][O:22][C:23](=[O:25])[N:24]=2)[CH:15]=1.[CH3:28][O:29][N:30]([CH3:34])[C:31](Cl)=[O:32]>N1C=CC=CC=1>[F:27][C:13]([F:12])([F:26])[C:14]1[CH:19]=[CH:18][N:17]=[C:16]([C:20]2[N:24]([C:31]([N:30]([O:29][CH3:28])[CH3:34])=[O:32])[C:23](=[O:25])[O:22][N:21]=2)[CH:15]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To 1 ml of pyridine were added 0.18 g of 1,8-diazabicyclo[5,4,0]undec-7-ene, and 0.2 g of 3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one, and 0.15 g of N-methoxy-N-methylcarbamoyl chloride was added at room temperature. After stirring at 50° C. for 4 hours, the resultant solution was concentrated, and the residue was subjected to silica gel column chromatography to obtain 0.19 g of 3-(4-trifluoromethylpyridin-2-yl)-N-methoxy-N-methyl-1,2,4-oxadiazol-5-one-4-carboxamide (present compound (21))

Workup

additionwas added at room temperature
concentrationthe resultant solution was concentrated

Sources & evidence

ORD record: ord-ef1979a4a8f64f06b17b5f6d06009ed6
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08318776B2

Reaction notes

Loading…