Potassium Hydroxide → HCID 58574149, compound

HRID 1619332Notes

Reaction equation

HRID 1619332 reaction equation
C[Si]([C:5]#[C:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11](=[O:21])[N:12]3[CH2:20][CH2:19][NH:18][CH2:17][C:13]3=[N:14]2)=[CH:9][CH:8]=1)(C)C.[OH-].[K+]>CO>[C:6]([C:7]1[CH:16]=[C:15]2[C:10]([C:11](=[O:21])[N:12]3[CH2:20][CH2:19][NH:18][CH2:17][C:13]3=[N:14]2)=[CH:9][CH:8]=1)#[CH:5]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 58574262HCID 58574262, compound

Product 1

HCID 58574149HCID 58574149, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 9-((trimethylsilyl)ethynyl)-3,4-dihydro-1H-pyrazino[2,1-b]quinazolin-6(2H)-one (120 mg) in MeOH (50 mL) was added 1 N KOH (2 mL). The mixture was stirred at room temperature for 1 h. Then the reaction mixture was adjusted pH to 8 and extracted with ethyl acetate three times. The combined organic layers were dried over Na2SO4 and concentrated to give the desired product (60 mg), which was purified by column chromatography. MS (ESI): 226 (MH+).

Workup

  1. extractionextracted with ethyl acetate three times
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6350d9abdcb34c55b17070320a335f86
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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