Acetic Anhydride → HCID 67171277, compound

HRID 1172641Notes

Reaction equation

HRID 1172641 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[CH2:8]([N:11]1[C:19](=[O:20])[C:18]2[C:13](=[N:14][C:15]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([N:28]4[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]4)=[CH:24][CH:23]=3)=[N:16][CH:17]=2)[N:12]1[C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([NH2:41])[N:36]=1)[CH:9]=[CH2:10]>N1C=CC=CC=1>[CH2:8]([N:11]1[C:19](=[O:20])[C:18]2[C:13](=[N:14][C:15]([NH:21][C:22]3[CH:23]=[CH:24][C:25]([N:28]4[CH2:29][CH2:30][N:31]([CH3:34])[CH2:32][CH2:33]4)=[CH:26][CH:27]=3)=[N:16][CH:17]=2)[N:12]1[C:35]1[N:36]=[C:37]([NH:41][C:5](=[O:7])[CH3:6])[CH:38]=[CH:39][CH:40]=1)[CH:9]=[CH2:10]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 53344705HCID 53344705, compound

Product 1

HCID 67171277HCID 67171277, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

0.2 mL of acetic anhydride was added to pyridine (2 mL) solution of 50 mg of 2-allyl-1-(6-aminopyridin-2-yl)-6-{[4-(4-methylpiperazin-1-yl)phenyl]amino}-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one obtained in Example 50, and stirred at 50° C. for 6 hours. After this was concentrated under reduced pressure, saturated sodium hydrogencarbonate solution was added thereto, extracted with chloroform, and the organic layer was washed with saturated saline water and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through preparative basic thin-layer chromatography (chloroform/methanol=40/1) to obtain 47 mg of the entitled compound as a yellow solid.

Workup

  1. concentrationAfter this was concentrated under reduced pressure, saturated sodium hydrogencarbonate solution
  2. additionwas added
  3. extractionextracted with chloroform
  4. washthe organic layer was washed with saturated saline water
  5. dry with materialdried with anhydrous sodium sulfate
  6. customThe solvent was evaporated away under reduced pressure
  7. customthe resulting residue was purified through preparative basic thin-layer chromatography (chloroform/methanol=40/1)

Sources & evidence

ORD record
ord-ef73803af5424ee295f08b1cb679e01b
Source dataset
uspto-grants-2010_11
Patent number
US07834019B2

Reaction notes

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