Dimethylformamide diethylacetal → HCID 21190642, compound

HRID 1068887Notes

Reaction equation

HRID 1068887 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[N:8][C:9]=2[NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)[NH:4][N:3]=1.C(O[CH:22](OCC)[N:23]([CH3:25])[CH3:24])C>C1(C)C=CC=CC=1>[Cl:18][C:14]1[CH:13]=[C:12]([NH:11][C:9]2[N:8]=[CH:7][N:6]=[C:5]3[NH:4][N:3]=[C:2]([N:1]=[CH:22][N:23]([CH3:25])[CH3:24])[C:10]=23)[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 70913Dimethylformamide diethylacetalHCID 178509242HCID 178509242, compound

Product 1

HCID 21190642HCID 21190642, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

With the exclusion of moisture, 200 mg (0.767 mmol) of 3-amino-4-(3-chlorophenylamino)-1 H-pyrazolo[3,4-d]pyrimidine (see Step 1.6) are suspended in 3.2 ml of toluene; 150 μl (0.87 mmol) of N,N-dimethylformamide diethyl acetal in 6 ml of toluene are added and the reaction mixture is heated to boiling. After 5 hours, filtration is carried out, followed by thorough washing with toluene. 4-(3-Chloro-phenylamino)-3-(dimethylaminomethyleneamino)-1H-pyrazolo[3,4-d]pyrimidine is obtained; m.p. 243-245° C.; HPLC: tRet(grad20-100/20)=9.7; FAB-MS: (M+H)+=316.

Workup

  1. temperaturethe reaction mixture is heated to boiling
  2. filtrationfiltration
  3. washby thorough washing with toluene

Sources & evidence

ORD record
ord-46e50c5e87f845fab1bd10a0b91cfa31
Source dataset
uspto-grants-2001_06
Patent number
US06251911B1

Reaction notes

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