Ethyl Acetate → 3-(2-amino-ethylamino)-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine

HRID 1068961Notes

Reaction equation

HRID 1068961 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].C(OCC)(=O)C.Cl.Cl.[NH2:15][CH2:16][CH2:17][NH:18][C:19]1[C:27]2[C:22](=[N:23][CH:24]=[N:25][C:26]=2[NH:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([Cl:35])[CH:30]=2)[NH:21][N:20]=1>O>[NH2:15][CH2:16][CH2:17][NH:18][C:19]1[C:27]2[C:22](=[N:23][CH:24]=[N:25][C:26]=2[NH:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([Cl:35])[CH:30]=2)[NH:21][N:20]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 211906253-(2-aminoethylamino)-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine dihydrochloride

Product 1

HCID 211906263-(2-amino-ethylamino)-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

With intensive stirring, 35 ml of a saturated aqueous sodium carbonate solution and then 75 ml of ethyl acetate are added to a solution of 9.8 g (25.15 mmol) of 3-(2-amino-ethylamino)-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine dihydrochloride (water content: 3.31%; see Example 106) in 100 ml of water, the desired product precipitating in crystalline form. Filtration and washing the filter residue with ethyl acetate yield 3-(2-amino-ethylamino)-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine having a water content of 0.48%; m.p. 200° C.

Workup

  1. customthe desired product precipitating in crystalline form
  2. filtrationFiltration
  3. washwashing the filter residue with ethyl acetate

Sources & evidence

ORD record
ord-3e8acf6762ce48458ba6a90d0030cfd4
Source dataset
uspto-grants-2001_06
Patent number
US06251911B1

Reaction notes

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