Ethyl Acetate → HCID 178437650, compound

HRID 1791196Notes

Reaction equation

HRID 1791196 reaction equation
[C:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[N:19]3[C:14]([C:15](=[O:28])[NH:16][C:17]([C:20]4[CH:21]=C([CH:25]=[CH:26][CH:27]=4)C#N)=[N:18]3)=[C:13]([CH2:29][CH3:30])[N:12]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].C([O:35][C:36](=[O:38])[CH3:37])C>Cl>[C:1]([C@@H:5]1[CH2:6][CH2:7][C@H:8]([C:11]2[N:19]3[C:14]([C:15](=[O:28])[NH:16][C:17]([C:20]4[CH:21]=[C:37]([CH:25]=[CH:26][CH:27]=4)[C:36]([OH:35])=[O:38])=[N:18]3)=[C:13]([CH2:29][CH3:30])[N:12]=2)[CH2:9][CH2:10]1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 178437648HCID 178437648, compound

Product 1

HCID 178437650HCID 178437650, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
95 °C

Procedure

108 mg (0.27 mmol) cis-3-[7-(4-tert-butylcyclohexyl)-5-ethyl-4-oxo-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl]benzonitrile (Example 40A) are dissolved in concentrated hydrochloric acid, and the reaction mixture is stirred at 95° C. for three hours. Sodium hydroxide (10% aqueous solution) (until a pH of 6–7 is achieved) and ethylacetate are added. The organic phase is dried over sodium sulfate and evaporated to dryness in vacuo. The product is purified by column chromatography.

Workup

  1. additionare added
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. customevaporated to dryness in vacuo
  4. customThe product is purified by column chromatography

Sources & evidence

ORD record
ord-8989254712ee4cc1a25f2470b71bdd04
Source dataset
uspto-grants-2006_07
Patent number
US07074790B2

Reaction notes

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