Hydrochloric Acid → HCID 178491792, compound

HRID 1700756Notes

Reaction equation

HRID 1700756 reaction equation
[ClH:1].[F:2][C:3]1[CH:4]=[CH:5][C:6]([O:21][CH3:22])=[C:7]([CH:9]2[CH2:18][C:17]3[N:16]=[CH:15][CH:14]=[C:13]([CH3:19])[C:12]=3[C:11](=O)[CH2:10]2)[CH:8]=1.[C:23]([NH:26][NH2:27])([NH2:25])=[NH:24].Cl.Cl>C(O)C>[ClH:1].[F:2][C:3]1[CH:4]=[CH:5][C:6]([O:21][CH3:22])=[C:7]([CH:9]2[CH2:18][C:17]3[N:16]=[CH:15][CH:14]=[C:13]([CH3:19])[C:12]=3[C:11](=[N:27][NH:26][C:23]([NH2:25])=[NH:24])[CH2:10]2)[CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18317355HCID 18317355, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178491792HCID 178491792, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

To a mixture of 7-(5-fluoro-2-methoxyphenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one hydrochloride (1.2 g) and aminoguanidine hydrochloride (0.477 g) were added ethanol (15 ml) and concentrated hydrochloric acid (0.1 ml), and the mixture was stirred at 110° C. (bath temperature) for 2 hours. The reaction solution was cooled to room temperature, and the resulting crystals were filtered and dried to give 7-(5-fluoro-2-methoxyphenyl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 168) (1.4 g) as colorless crystals.

Workup

  1. temperatureThe reaction solution was cooled to room temperature
  2. filtrationthe resulting crystals were filtered
  3. customdried

Sources & evidence

ORD record
ord-e3998d17b9c743a5bb9cf7f1d7c68317
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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