Sodium Hydroxide → HCID 68358254, compound

HRID 1406014Notes

Reaction equation

HRID 1406014 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:14]=[C:13]3[C:15]4[C:16](=[C:20]([C:24]([O:26]CC)=[O:25])[N:21]([CH3:23])[N:22]=4)[CH2:17][CH2:18][CH2:19][C:12]3=[CH:11][N:10]=2)=[C:4]([O:29][CH3:30])[CH:3]=1.[OH-].[Na+]>CCO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:14]=[C:13]3[C:15]4[C:16](=[C:20]([C:24]([OH:26])=[O:25])[N:21]([CH3:23])[N:22]=4)[CH2:17][CH2:18][CH2:19][C:12]3=[CH:11][N:10]=2)=[C:4]([O:29][CH3:30])[CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68295633HCID 68295633, compound

Product 1

HCID 68358254HCID 68358254, compoundYield 80.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 9-[(4-bromo-2-methoxyphenyl)amino]-2-methyl-2,4,5,6-tetrahydropyrazolo[4′,3′:6,7]cyclohepta[1,2-d]pyrimidine-3-carboxylate (0.250 g, 0.530 mmol) was suspended in anhydrous EtOH (5 mL) and treated with a 2 M solution of NaOH (0.260 mL, 0.5 eq.) at reflux temperature for 1 hour. Solvent was evaporated to dryness and the residue dissolved in water. After treatment with AcOH, the resulting precipitate was collected by filtration to give the title compound (190 mg, 80% yield) as a white solid.

Workup

  1. temperatureat reflux temperature for 1 hour
  2. customSolvent was evaporated to dryness
  3. dissolutionthe residue dissolved in water
  4. filtrationAfter treatment with AcOH, the resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-16a89285daba4b6b9c08a6295c9062ed
Source dataset
uspto-grants-2014_12
Patent number
US08916577B2

Reaction notes

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