1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 54351115, compound

HRID 1781289Notes

Reaction equation

HRID 1781289 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[N:10][C:11]=1F)[N:8]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[F:20])[CH:7]=[C:6]([C:21]([OH:23])=[O:22])[C:5]2=[O:24].Cl.Cl.[NH2:27][CH2:28][CH:29]1[C:33](=[N:34][O:35][C:36]([CH3:39])([CH3:38])[CH3:37])[CH2:32][NH:31][CH2:30]1.N12CCCN=C1CCCCC2>C(#N)C>[NH2:27][CH2:28][CH:29]1[C:33](=[N:34][O:35][C:36]([CH3:39])([CH3:38])[CH3:37])[CH2:32][N:31]([C:11]2[N:10]=[C:9]3[C:4]([C:5](=[O:24])[C:6]([C:21]([OH:23])=[O:22])=[CH:7][N:8]3[C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=3[F:20])=[CH:3][C:2]=2[F:1])[CH2:30]1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 15193024HCID 15193024, compoundHCID 86750871HCID 86750871, compound

Product 1

HCID 54351115HCID 54351115, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

168 mg (0.5 mmole) of 6,7-difluoro-1-(2,4-difluorophenyl)-4-oxo-1,4-dihydro-naphthyridine-3-carboxylic acid and 143 mg (0.55 mmole) of 3-aminomethyl-4-t-butyloxyiminopyrrolidine dihydrochloride were suspended in 3 ml of dry acetonitrile. Then, 230 mg (1.5 mmole) of 1,8-diazabicyclo[5.4.0]undec-7-ene was added thereto, and the reaction mixture was stirred for 15 minutes at room temperature and then treated according to the same manner as Example 89 to obtain 203 mg (Yield: 81%) of the title compound.

Workup

  1. additiontreated

Sources & evidence

ORD record
ord-1eee3fd255824bfab45a5acac194afe1
Source dataset
uspto-grants-1997_05
Patent number
US05633262

Reaction notes

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