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

HRID 48399
Notes
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Reaction equation

HRID 48399 reaction equation
CS[C:3]1[C:4]2[C:5](=[CH:9][S:10][CH:11]=2)[N:6]=[CH:7][N:8]=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:3]1[C:4]2[C:5](=[CH:9][S:10][CH:11]=2)[N:6]=[CH:7][N:8]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 763102-AminoindaneHCID 104649594-Methylthiothieno[3,4-d]pyrimidine

Product 1

HCID 227195974-(2-Indanylamino)thieno[3,4-d]pyrimidineYield 22%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-methylthiothieno[3,4-d]pyrimidine (90 mg, 0.50 mmol) (see J. Heterocyclic Chem., 30, 509 (1993)) and 2-aminoindan (200 mg, 1.5 mmol) in dry ethanol (4 ml) were heated to reflux under an argon atmosphere for 4 hours. The solvent was distilled off under reduced pressure and the residue obtained was purified by silica gel chromatography (ethyl acetate:methanol=20:1) to obtain the title compound (30 mg, 0.11 mmol) having the following physical properties:

Workup

  1. temperatureto reflux under an argon atmosphere for 4 hours
  2. distillationThe solvent was distilled off under reduced pressure
  3. customthe residue obtained
  4. customwas purified by silica gel chromatography (ethyl acetate:methanol=20:1)

Sources & evidence

ORD record
ord-83d865de2c324f50abf4400dec8bb9d2
Source dataset
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06703421B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes