Hydrochloric Acid → HCID 86705394, compound

HRID 707481Notes

Reaction equation

HRID 707481 reaction equation
[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]([CH2:7][N:8]2[C:13]3[N:14]=[CH:15][C:16]([C:18]([O:20]CC)=[CH2:19])=[CH:17][C:12]=3[C:11]3=[N:23][CH:24]=[N:25][N:10]3[C:9]2=[O:26])=[CH:5][CH:4]=1.Cl.[OH-].[Na+]>O1CCOCC1>[C:18]([C:16]1[CH:15]=[N:14][C:13]2[N:8]([CH2:7][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:28][CH:27]=3)[C:9](=[O:26])[N:10]3[N:25]=[CH:24][N:23]=[C:11]3[C:12]=2[CH:17]=1)(=[O:20])[CH3:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86705395HCID 86705395, compound

Product 1

HCID 86705394HCID 86705394, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

6-(4-Methoxybenzyl)-9-(1-ethoxyvinyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one (147 mg, 0.39 mmol) was suspended in dioxane (6 ml) and 6 N hydrochloric acid (3 ml) and stirred for 4 hours. The mixture was basified to pH 11 with 1 N sodium hydroxide and extracted with DCM (3×15 mL). The combined extracts were dried (MgSO4) and concentrated to afford 122 mg (90%) of the ketone as a yellow solid.

Workup

  1. extractionextracted with DCM (3×15 mL)
  2. dry with materialThe combined extracts were dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-84f79d67b73e4f678e09aded691e8d54
Source dataset
uspto-grants-2015_11
Patent number
US09175010B2

Reaction notes

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