Hydrochloric Acid → HCID 22097638, compound

HRID 862648Notes

Reaction equation

HRID 862648 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-carboxylate hydrochloride (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-20ad7cb102ad45c9832e5f4cca8b620f
Source dataset
uspto-grants-1998_02
Patent number
US05719157

Reaction notes

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