Phosphorus oxychloride → 4-(2-Indanylamino)pyrazolo[3,4-d]pyrimidine

HRID 1581970Notes

Reaction equation

HRID 1581970 reaction equation
O[C:2]1[N:7]=[CH:6][N:5]=[C:4]2[NH:8][N:9]=[CH:10][C:3]=12.P(Cl)(Cl)(Cl)=O.[NH2:16][CH:17]1[CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18]1>CN(C)C1C=CC=CC=1>[CH2:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:25][CH:17]1[NH:16][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[NH:8][N:9]=[CH:10][C:3]=12

Participants

5

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 763102-AminoindaneHCID 178518059HCID 178518059, compound

Product 1

HCID 227196074-(2-Indanylamino)pyrazolo[3,4-d]pyrimidineYield 56%

Reagents, catalysts & solvents 1

HCID 949N,N-DimethylanilineCatalyst

Procedure

Using 4-hydroxypyrazolo[3,4-d]pyrimidine (140 mg, 1.0 mmol), phosphorus oxichloride (3.0 ml), and dimethylaniline (0.39 ml, 3.1 μmol), and then 2-aminoindan (400 mg, 3.0 mmol), a similar procedure to Preparation Example 5 was carried out. The product obtained was purified by silica gel chromatography (hexane:ethyl acetate=5:2) to obtain the title compound (150 mg, 0.56 mmol) having the following physical properties:

Workup

  1. customThe product obtained
  2. customwas purified by silica gel chromatography (hexane:ethyl acetate=5:2)

Sources & evidence

ORD record
ord-ce62c4ebd9584219b9cf8c5f6d040746
Source dataset
uspto-grants-2004_05
Patent number
US06734180B1

Reaction notes

Loading…