Sodium Methoxide → HCID 22015515, compound

HRID 1865912Notes

Reaction equation

HRID 1865912 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]2[N:8]([CH2:11][C:12]3[CH:20]=[CH:19][CH:18]=[C:17]4[C:13]=3[CH:14]=[CH:15][N:16]4C(OC(C)(C)C)=O)[N:9]=[CH:10][C:5]2=[C:4]([C:28]2[O:29][CH:30]=[CH:31][CH:32]=2)[N:3]=1.C[O-].[Na+]>CO.O>[O:29]1[CH:30]=[CH:31][CH:32]=[C:28]1[C:4]1[N:3]=[C:2]([NH2:1])[N:7]=[C:6]2[N:8]([CH2:11][C:12]3[CH:20]=[CH:19][CH:18]=[C:17]4[C:13]=3[CH:14]=[CH:15][NH:16]4)[N:9]=[CH:10][C:5]=12

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 22015518HCID 22015518, compound

Product 1

HCID 22015515HCID 22015515, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of tert-butyl 4-(6-amino-4-(2-furyl)-1H-pyrazolo[3,4-d]pyrimidine-1-ylmethyl)indole-1-carboxylate (92 mg, 0.17 mmol) in MeOH (3 mL) was treated with NaOMe (45 mg, 0.84 mmol), refluxed for 2 h, cooled, diluted with water (15 mL) and filtered to give the title compound (45 mg, 82%) as an off white powder.

Workup

  1. temperaturerefluxed for 2 h
  2. temperaturecooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-2bce082f53fb4087bfa7af5a76dea94f
Source dataset
uspto-grants-2009_12
Patent number
US07629349B2

Reaction notes

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