Acetonitrile → HCID 13772759, compound

HRID 868049Notes

Reaction equation

HRID 868049 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-8acdd1924aef4130a365bc85fc2bce67
Source dataset
uspto-grants-1988_10
Patent number
US04777175

Reaction notes

Loading…