Hydrochloric Acid → HCID 66636947, compound

HRID 1094194Notes

Reaction equation

HRID 1094194 reaction equation
[ClH:1].[CH:2]1([NH:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13](=[O:26])[C:14]([C:24]#[N:25])=[CH:15][N:16]3[CH:19]3[CH2:23][CH2:22][NH:21][CH2:20]3)=[CH:11][C:10]=2[F:27])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.Cl.[H][H]>[Pt]=O.C(O)C>[ClH:1].[NH2:25][CH2:24][C:14]1[C:13](=[O:26])[C:12]2[C:17](=[CH:18][C:9]([NH:8][CH:2]3[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]3)=[C:10]([F:27])[CH:11]=2)[N:16]([CH:19]2[CH2:23][CH2:22][NH:21][CH2:20]2)[CH:15]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 66636764HCID 66636764, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66636947HCID 66636947, compoundYield 81.7%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

To 0.31 g of 7-(cyclohexylamino)-6-fluoro-4-oxo-1-pyrrolidin-3-yl-1,4-dihydroquinoline-3-carbonitrile hydrochloride were added 5 ml of ethanol, 0.2 ml of concentrated hydrochloric acid and 0.10 g of platinum oxide, followed by overnight stirring in an atmosphere of hydrogen. After adding water, celite filtration was carried out and the solvent was evaporated under a reduced pressure. By purifying the resulting residue by an ODS column chromatography, 256 mg of 3-(aminomethyl)-7-(cyclohexylamino)-6-fluoro-1-pyrrolidin-3-ylquinolin-4(1H)-one hydrochloride was obtained.

Workup

  1. additionAfter adding
  2. filtrationwater, celite filtration
  3. customthe solvent was evaporated under a reduced pressure
  4. customBy purifying the resulting residue by an ODS column chromatography

Sources & evidence

ORD record
ord-d4fe3b05772b4dfa8cfbd4bee36bb2c4
Source dataset
uspto-grants-2012_03
Patent number
US08133882B2

Reaction notes

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