Ethyl-pyrrolidin-3-ylmethyl-amine → HCID 85734273, compound

HRID 2290523Notes

Reaction equation

HRID 2290523 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:13])[C:11]=1F)[N:8]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH:7]=[C:6]([C:20]([OH:22])=[O:21])[C:5]2=[O:23].C(NCC1CCNC1)C>C(#N)C>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:13])[CH:11]=1)[N:8]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH:7]=[C:6]([C:20]([OH:22])=[O:21])[C:5]2=[O:23]

Participants

4

Reactant 2

HCID 13491786Ethyl-pyrrolidin-3-ylmethyl-amineHCID 13720877HCID 13720877, compound

Product 1

HCID 85734273HCID 85734273, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 0.88 g (2.75 mmol) of the 6,7,8-trifluoro-1,4-dihydro-4-oxo-1-phenyl-3-quinolinecarboxylic acid in 15 ml of acetonitrile was added 0.418 g (1.05 equivalents) of 1,8-diazobicyclo[5.4.0]undec-7-ene and 0.32 g (1.0 equivalent) of 3-[(ethylamino)methyl]-pyrrolidine. The reaction was refluxed for one hour and was stirred overnight at room temperature. The mixture was filtered to give 0.75 g of 7-[3-(ethylamino)methyl]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-1-phenyl-3-quinolinecarboxylic acid, mp 258°-260° C.

Workup

  1. temperatureThe reaction was refluxed for one hour
  2. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-191ce4a923274f9b8a9f3145fbc32c99
Source dataset
uspto-grants-1986_10
Patent number
US04617308

Reaction notes

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