1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 14795811, compound

HRID 1494801Notes

Reaction equation

HRID 1494801 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:14])=[C:10](F)[CH:11]=2)[C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4]1)[CH3:2].Cl.[CH3:20][O:21][C:22]([C:24]1[CH:25]=[C:26]2[C:30](=[CH:31][CH:32]=1)[CH2:29][NH:28][CH2:27]2)=[O:23].C1CCN2C(=NCCC2)CC1>CN(C=O)C>[CH3:20][O:21][C:22]([C:24]1[CH:25]=[C:26]2[C:30](=[CH:31][CH:32]=1)[CH2:29][N:28]([C:10]1[CH:11]=[C:12]3[C:7]([C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4][N:3]3[CH2:1][CH3:2])=[CH:8][C:9]=1[F:14])[CH2:27]2)=[O:23]

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 8005211-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 19828495methyl 2,3-dihydro-1H-isoindole-5-carboxylate hydrochloride

Product 1

HCID 14795811HCID 14795811, compoundYield 50.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

128 mg of 1-ethyl-6,7-difluoro-1,4-dihydro-4- oxoquinoline-3-carboxylic acid, 109 mg of 5-methoxycarbonylisoindoline hydrochloride, 228 mg of DBU, and 1.5 ml of anhydrous DMF were processed in the same manner as in Example 20 to produce 104 mg of the target compound.

Sources & evidence

ORD record
ord-dbce43dc07c5458494ecb747453960fd
Source dataset
uspto-grants-1991_06
Patent number
US05026856

Reaction notes

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