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

HRID 48398

Reaction equation

HRID 48398 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-2dd1b64c46964b598edb3b42f0923799
Source dataset
uspto-grants-2004_03
Patent number
US06703421B1

Linked notes

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