Acetonitrile → HCID 13772759, compound

HRID 978506Notes

Reaction equation

HRID 978506 reaction equation
[N:1]12[CH2:11][CH2:10][CH2:9][N:8]=[C:7]1[CH2:6]CC[CH2:3][CH2:2]2.[CH2:12]([N:14]1[C:23]2[C:18](=[CH:19][C:20]([F:25])=[C:21](F)[CH:22]=2)[C:17](=[O:26])[C:16]([C:27]([OH:29])=[O:28])=[CH:15]1)[CH3:13].[C:30](#N)C>>[CH2:12]([N:14]1[C:23]2[C:18](=[CH:19][C:20]([F:25])=[C:21]([N:8]3[CH2:7][CH2:6][C:10]4([CH2:3][CH2:2][N:1]([CH3:30])[CH2:11]4)[CH2:9]3)[CH:22]=2)[C:17](=[O:26])[C:16]([C:27]([OH:29])=[O:28])=[CH:15]1)[CH3:13]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 8005211-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Product 1

HCID 13772759HCID 13772759, compound

Procedure

A suspension of 0.65 g (3.05 mmol) 2-methyl-2,7-diaspiro[4.4]nonane dihydrochloride in 40 ml acetonitrile was treated with 1.33 g (9.0 mmol) 1,8-diazabicyclo[5.4.0]undec-7-ene and 0.76 g (3.0 mmol) 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid was added. The mixture was refluxed overnight and the hot solution was filtered. After crystallizing at room temperature the product was filtered and washed with acetonitrile to afford 0.72 g of the title compound, mp 239°-241° C. (dec).

Workup

  1. additionwas added
  2. temperatureThe mixture was refluxed overnight
  3. filtrationthe hot solution was filtered
  4. customAfter crystallizing at room temperature the product
  5. filtrationwas filtered
  6. washwashed with acetonitrile

Sources & evidence

ORD record
ord-289a08c93aca4c5882538ce2cddff7f2
Source dataset
uspto-grants-1987_05
Patent number
US04665079

Reaction notes

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