2-Aminoindane → 4-(2-Indanylamino)-5-methylthieno[2,3-d]pyrimidine

HRID 1581962Notes

Reaction equation

HRID 1581962 reaction equation
Cl[C:2]1[C:3]2[C:10]([CH3:11])=[CH:9][S:8][C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:12][CH:13]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14]1>C(O)C>[CH2:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:21][CH:13]1[NH:12][C:2]1[C:3]2[C:10]([CH3:11])=[CH:9][S:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 763102-AminoindaneHCID 2902254-Chloro-5-methylthieno[2,3-d]pyrimidine

Product 1

HCID 99257354-(2-Indanylamino)-5-methylthieno[2,3-d]pyrimidineYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-chloro-5-methylthieno[2,3-d]pyrimidine (92 mg, 0.50 mmol) (see J. Pharm. Soc. JAPAN, 109, 464 (1989)) and 2-aminoindan (330 mg, 2.5 mmol) in dry ethanol (1 ml) were heated to reflux under an argon atmosphere for 40 minutes. The solvent was distilled off under reduced pressure and the residue obtained was purified by silica gel chromatography (hexane:ethyl acetate=5:1) to obtain the title compound (140 mg, 0.50 mmol) having the following physical properties:

Workup

  1. temperatureto reflux under an argon atmosphere for 40 minutes
  2. distillationThe solvent was distilled off under reduced pressure
  3. customthe residue obtained
  4. customwas purified by silica gel chromatography (hexane:ethyl acetate=5:1)

Sources & evidence

ORD record
ord-1007c85b23f24949a27be1bb8f8108ac
Source dataset
uspto-grants-2004_05
Patent number
US06734180B1

Reaction notes

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