Hydrochloric Acid → HCID 22097638, compound

HRID 1458938Notes

Reaction equation

HRID 1458938 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[N:10]=[C:9]([CH2:16][N:17]1[CH:21]=[N:20][CH:19]=[N:18]1)[C:8]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:7]2[C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([O:35][CH:36]([CH3:38])[CH3:37])[CH:28]=1.[Cl:39]CCl>C(O)C>[ClH:39].[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[N:10]=[C:9]([CH2:16][N:17]1[CH:21]=[N:20][CH:19]=[N:18]1)[C:8]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:7]2[C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([O:35][CH:36]([CH3:37])[CH3:38])[CH:28]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 10346088HCID 10346088, compound

Product 1

HCID 22097638HCID 22097638, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of hydrogen chloride in ethanol (23%, 0.172 g) was added dropwise at room temperature to a suspension of ethyl 6,7-dimethoxy-4-(3-isopropoxy-4-methoxyphenyl)-2-(1,2,4-triazol-1-ylmethyl)quinoline-3-carboxylate (0.5 g) in ethanol (10 ml)-dichloromethane (2 ml). The mixture was stirred at room temperature for 15 minutes and concentrated under reduced pressure. The residue was treated with isopropyl ether, and the solid was collected by filtration and recrystallized from ethanol to give ethyl 6,7-dimethoxy-4-(3-isopropoxy-4-methoxyphenyl)-2-(1,2,4-triazol-1-ylmethyl)quinoline-3-carboxylatehydrochloride (0.211 g, 39%). Yellow crystals. mp. 93°-95° C.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was treated with isopropyl ether
  3. filtrationthe solid was collected by filtration
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-429a96f23d0b4029a0c7cfabc905aae1
Source dataset
uspto-grants-1998_12
Patent number
US05852039

Reaction notes

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