1,4-Dioxane hydrochloride → HCID 66730472, compound

HRID 1959952Notes

Reaction equation

HRID 1959952 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]([NH2:20])=[O:19])[CH:16]=3)[CH:11]=[N:10][CH:9]=2)=[CH:4][CH:3]=1.Cl.O1CCOCC1>CO>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]([NH2:20])=[O:19])[CH:16]=3)[CH:11]=[N:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 46941068HCID 46941068, compound

Product 1

HCID 66730472HCID 66730472, compoundYield 187%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into methanol (250 ml), 4-(4-chlorophenyl)isoquinoline-6-carboxamide (1.9 g, 6.7 mmol) synthesized in Example 7 (7a) was dissolved, to which a 4M hydrochloric acid-dioxane solution (5 ml, 20 mmol) was added. After stirring at room temperature for 30 minutes, the resulting mixture was concentrated under reduced pressure. The resulting product was subjected to azeotropic distillation with diethyl ether, followed by recrystallization from methanol-diethyl ether to give the desired title compound (2 g, yield 93%).

Workup

  1. additionwas added
  2. concentrationthe resulting mixture was concentrated under reduced pressure
  3. distillationThe resulting product was subjected to azeotropic distillation with diethyl ether
  4. customfollowed by recrystallization from methanol-diethyl ether

Sources & evidence

ORD record
ord-eb4a265d52f3458ab517350ade121e13
Source dataset
uspto-grants-2013_04
Patent number
US08410273B2

Reaction notes

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