Sodium Hydroxide → HCID 57635952, compound

HRID 2109978Notes

Reaction equation

HRID 2109978 reaction equation
C[O:2][C:3](=[O:29])[CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:9]=[N:10][N:11]2[C:16]([NH:17][CH:18]3[CH2:20][CH2:19]3)=[N:15][C:14]([NH:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([NH2:28])[CH:23]=3)=[N:13][C:12]=12.[OH-].[Na+]>CO.O>[NH2:28][C:24]1[CH:23]=[C:22]([NH:21][C:14]2[N:15]=[C:16]([NH:17][CH:18]3[CH2:19][CH2:20]3)[N:11]3[N:10]=[CH:9][C:8]([CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:29])=[O:2])=[C:12]3[N:13]=2)[CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 57635944HCID 57635944, compound

Product 1

HCID 57635952HCID 57635952, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution compound (9a) (0.12 g, 0.3 mmol) in 10 mL of MeOH and 0.5 mL of H2O was added NaOH (40 mg, 1 mmol). The reaction mixture was refluxed for 1 h, concentrated to re-move MeOH. The reaction solution was adjusted to pH 4 with HCl and the solid was collected by filtration, washed with water, and dried in vacuum over P2O5 to give 5-[2-(3-amino-phenylamino)-4-cyclopropylamino-pyrazolo[1,5-a][1,3,5]triazin-8-yl]-pentanoic acid (10a) (0.1 g, 90%).

Workup

  1. temperatureThe reaction mixture was refluxed for 1 h
  2. concentrationconcentrated
  3. filtrationthe solid was collected by filtration
  4. washwashed with water
  5. dry with materialdried in vacuum over P2O5

Sources & evidence

ORD record
ord-4d2586f2a6f04a71bab5fc2b30d48df2
Source dataset
uspto-grants-2009_04
Patent number
US07517882B2

Reaction notes

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