Acetonitrile → HCID 13772759, compound

HRID 980654Notes

Reaction equation

HRID 980654 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-a4a4b8c51d43476aabf6b1a424fa8dc1
Source dataset
uspto-grants-1987_01
Patent number
US04638067

Reaction notes

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