Hydrochloric Acid → HCID 57642840, compound

HRID 2112899Notes

Reaction equation

HRID 2112899 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:22]=[CH:21][N:20]=[C:19]3[C:15]=2[N:16]([CH2:28][C:29]#[C:30][CH3:31])[C:17](=[O:27])[N:18]3CCC#N)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].O.Cl>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[N:22]=[CH:21][N:20]=[C:19]3[C:15]=2[N:16]([CH2:28][C:29]#[C:30][CH3:31])[C:17](=[O:27])[NH:18]3)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 24758Sodium hydrideHCID 57642860HCID 57642860, compound

Product 1

HCID 57642840HCID 57642840, compoundYield 117.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-[7-(2-Butynyl)-9-(2-cyano-ethyl)-8-oxo-8,9-dihydro-7H-purin-6-yl]piperazine-1-carboxylic acid t-butyl ester (1.22 g) was dissolved in ethanol (20 mL). Sodium hydride (60%, in oil) (344 mg) was then added slowly to this solution. After stirring the reaction solution at room temperature for 72 hours, water (50 mL) and 1 N hydrochloric acid (10 mL) were added to the reaction solution, and this was extracted using ethyl acetate. The obtained organic layer was washed with water and saturated brine. The obtained organic layer was then dried over magnesium sulfate, and concentrated under reduced pressure to give the title compound (1.25 g).

Workup

  1. extractionthis was extracted
  2. washThe obtained organic layer was washed with water and saturated brine
  3. dry with materialThe obtained organic layer was then dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-98c882d0a18e45089ec36b9f82b53b8b
Source dataset
uspto-grants-2009_04
Patent number
US07524847B2

Reaction notes

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