2-Aminoindane → HCID 22719610, compound

HRID 1581974Notes

Reaction equation

HRID 1581974 reaction equation
Cl[C:2]1[C:3]2[N:10]([CH3:11])[N:9]=[C:8]([CH3:12])[C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:13][CH:14]1[CH2:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15]1>C(Cl)Cl.C(N(CC)CC)C>[CH2:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:22][CH:14]1[NH:13][C:2]1[C:3]2[N:10]([CH3:11])[N:9]=[C:8]([CH3:12])[C:4]=2[N:5]=[CH:6][N:7]=1

Participants

5

Reactant 2

HCID 763102-AminoindaneHCID 133384107-Chloro-1,3-dimethyl-1H-pyrazolo(4,3-d)pyrimidine

Product 1

HCID 22719610HCID 22719610, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6344DichloromethaneSolvent

Procedure

7-chloro-1,3-dimethyl-1H-pyrazolo[4,3-d]pyrimidine (28 mg, 0.15 mmol) (see J. Med. Chem.,31, 454 (1988)), 2-aminoindan (66 mg, 0.50 mmol), and triethylamine (30 μl, 0.2 μmol) in dry methylene chloride (1 ml) were heated to reflux for 2 hours. The residue obtained by distilling off the solvent under reduced pressure was purified by silica gel chromatography (hexane:ethyl acetate=1:4) to obtain the title compound (26 mg, 0.093 mmol) having the following physical properties:

Workup

  1. temperatureto reflux for 2 hours
  2. customThe residue obtained
  3. distillationby distilling off the solvent under reduced pressure
  4. customwas purified by silica gel chromatography (hexane:ethyl acetate=1:4)

Sources & evidence

ORD record
ord-6ebaf70eb0f44bbda8e3ce8b7555fc8d
Source dataset
uspto-grants-2004_05
Patent number
US06734180B1

Reaction notes

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