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

HRID 1582014Notes

Reaction equation

HRID 1582014 reaction equation
O[C:2]1[C:3]2[S:10][CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.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>>[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[C:3]2[S:10][CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

4

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 763102-AminoindaneHCID 178518030HCID 178518030, compound

Product 1

HCID 227195944-(2-Indanylamino)thieno[3,2-d]pyrimidineYield 28.2%

Procedure

Using 4-hydroxythieno[3,2-d]pyrimidine (60 mg, 0.39 mmol), and phosphorus oxychloride (0.6 ml), and then 2-aminoindan (210 mg, 1.56 mmol), a similar procedure to Example 5 was carried out. The product obtained was purified by silica gel chromatography (hexane:ethyl acetate=1:2) to obtain the title compound (30 mg, 0.11 mmol) having the following physical properties:

Workup

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

Sources & evidence

ORD record
ord-8fad4c54814d4a32a51ffc32e4c439f7
Source dataset
uspto-grants-2004_05
Patent number
US06734180B1

Reaction notes

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