1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 18985305, compound

HRID 1440020Notes

Reaction equation

HRID 1440020 reaction equation
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[N:8]1[C:17]2[C:12](=[CH:13][C:14]([F:19])=[C:15](F)[CH:16]=2)[C:11](=[O:20])[C:10]([C:21]([OH:23])=[O:22])=[CH:9]1.[C:24]([NH:27][CH:28]1[CH2:32][CH2:31][NH:30][CH2:29]1)(=[O:26])[CH3:25].N12CCCN=C1CCCCC2>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[N:8]1[C:17]2[C:12](=[CH:13][C:14]([F:19])=[C:15]([N:30]3[CH2:31][CH2:32][CH:28]([NH:27][C:24](=[O:26])[CH3:25])[CH2:29]3)[CH:16]=2)[C:11](=[O:20])[C:10]([C:21]([OH:23])=[O:22])=[CH:9]1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 5227153-AcetamidopyrrolidineHCID 10710803HCID 10710803, compound

Product 1

HCID 18985305HCID 18985305, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0.22 g of 1-(3-fluoro-4-pyridyl)-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3carboxylic acid and 0.11 g of 3-acetamidopyrrolidine are added to 12 ml of pyridine, and added with 0.13 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene. The mixture is stirred at room temperature for 24 hours, and then concentrated under a reduced pressure to remove the solvent completely. The residue is added with 20 ml of acetone and stirred at room temperature for 1 hour to obtain a product, which is then filtered and dried and used in the next reaction. (next reaction: Example 5)

Workup

  1. concentrationconcentrated under a reduced pressure
  2. customto remove the solvent completely
  3. additionThe residue is added with 20 ml of acetone
  4. stirringstirred at room temperature for 1 hour
  5. customto obtain a product, which
  6. filtrationis then filtered
  7. customdried
  8. customused in the next reaction
  9. custom(next reaction: Example 5)

Sources & evidence

ORD record
ord-6d96b4c8661c4c85a65f4ea403d56f8b
Source dataset
uspto-grants-1996_03
Patent number
US05496947

Reaction notes

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