Hydrochloric Acid → HCID 22097638, compound

HRID 1584160Notes

Reaction equation

HRID 1584160 reaction equation
Cl.[CH2:2]([O:4][C:5]([C:7]1[C:8]([CH2:33][N:34]2[CH:38]=[N:37][CH:36]=[N:35]2)=[N:9][C:10]2[C:15]([C:16]=1[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH:26]([CH3:28])[CH3:27])[CH:18]=1)=[CH:14][C:13]([O:29][CH3:30])=[C:12]([O:31][CH3:32])[CH:11]=2)=[O:6])[CH3:3].[Cl:39]CCl>C(O)C>[ClH:39].[CH2:2]([O:4][C:5]([C:7]1[C:8]([CH2:33][N:34]2[CH:38]=[N:37][CH:36]=[N:35]2)=[N:9][C:10]2[C:15]([C:16]=1[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH:26]([CH3:28])[CH3:27])[CH:18]=1)=[CH:14][C:13]([O:29][CH3:30])=[C:12]([O:31][CH3:32])[CH:11]=2)=[O:6])[CH3:3]

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 HCl in ethanol (23%, 0.172g) was added dropwise to a suspension of 6,7-dimethoxy-4-(3-isopropoxy-4-methoxyphenyl)-2-(1,2,4-triazol-1-ylmethyl) quinoline-3-carboxylic acid ethyl ester (0.5 g) in ethanol (10 ml)-dichloromethane (2 ml) at room temperature. The mixture was stirred at the same temperature for 15 minutes and concentrated under reduced pressure. The residue was treated with isopropyl ether to yield solid, which was recrystallized from ethanol to yield 6,7-dimethoxy-4-(3-isopropoxy-4-methoxyphenyl)-2-(1,2,4-triazol-1-ylmethyl) quinoline-3-carboxylic acid ethyl ester hydrochloride (0.211 g, 39%) as yellow crystals having melting point of 93 to 95° C.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was treated with isopropyl ether
  3. customto yield solid, which
  4. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-6f9185b259de49b58750a3355c32845e
Source dataset
uspto-grants-1999_08
Patent number
US05932592

Reaction notes

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