Pentylamine → HCID 178446285, compound

HRID 1288421Notes

Reaction equation

HRID 1288421 reaction equation
Cl[C:2]1[N:7]=[C:6]([S:8][CH3:9])[NH:5][C:4]2=[N:10][CH:11]=[CH:12][C:3]=12.[CH2:13]([NH2:18])[CH2:14][CH2:15][CH2:16][CH3:17]>>[CH3:9][S:8][C:6]1[NH:5][C:4]2=[N:10][CH:11]=[CH:12][C:3]2=[C:2]([NH:18][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[N:7]=1

Participants

3

Reactant 2

HCID 8060PentylamineHCID 178503466HCID 178503466, compound

Product 1

HCID 178446285HCID 178446285, compound

Procedure

To 200 mg of 4-chloro-2-methylthiopyrrolo[2,3-d]-pyrimidine was added 2 ml of n-pentylamine. The solution was heated at reflux under nitrogen for 2 hours. The resulting dark oil was purified by chromatography on 30 g of Sephadex LH-20, elution with H2O and then with increasing concentrations of EtOH up to 40% EtOH. The appropriate fractions were combined and evaporated to dryness and the solid residue was crystallized from EtOH/H2O to afford white crystals of product, yield 71 mg (57%), m.p. 134°-137°.

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux under nitrogen for 2 hours
  3. customThe resulting dark oil was purified by chromatography on 30 g of Sephadex LH-20, elution with H2O
  4. temperaturewith increasing concentrations of EtOH up to 40% EtOH
  5. customevaporated to dryness
  6. customthe solid residue was crystallized from EtOH/H2O
  7. customto afford white crystals of product, yield 71 mg (57%), m.p. 134°-137°

Sources & evidence

ORD record
ord-02a5918450b0453fa113525800bf89c6
Source dataset
uspto-grants-1976_10
Patent number
US03988338

Reaction notes

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