Hydrochloric Acid → HCID 69081494, compound

HRID 1510240Notes

Reaction equation

HRID 1510240 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([NH2:19])[N:14]=3)=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=O)C.[OH-].[Na+].Cl>C(O)C.O1CCOCC1>[NH:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([NH2:19])[N:14]=3)=[CH:10][CH:11]=2)[CH2:6][CH2:5]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69077172HCID 69077172, compound

Product 1

HCID 69081494HCID 69081494, compoundYield 97.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-(1-acetyl-2,3-dihydro-1H-indol-5-yl)pyrimidin-2-amine (1.27 g) in ethanol (60 mL) and 1,4-dioxane (40 mL) was added sodium hydroxide (pellet) (2.8 g) and the mixture was refluxed for 6 hours. The resultant solution was cooled to ambient temperature and neutralized by addition of 1N hydrochloric acid. The mixture was evaporated in vacuo and the residue was extracted with chloroform. The organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo to afford crude 4-(2,3-dihydro-1H-indol-5-yl)pyrimidin-2-amine (1.03 g) as a powder.

Workup

  1. temperaturethe mixture was refluxed for 6 hours
  2. customThe mixture was evaporated in vacuo
  3. extractionthe residue was extracted with chloroform
  4. washThe organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-c14a07b80ebe4c9487bba3dcfc67a7fd
Source dataset
uspto-grants-2012_07
Patent number
US08211919B2

Reaction notes

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