Hexylamine → HCID 178444753, compound

HRID 1288420Notes

Reaction equation

HRID 1288420 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]([NH2:19])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>>[CH2:13]([NH:19][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)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 8102HexylamineHCID 178503466HCID 178503466, compound

Product 1

HCID 178444753HCID 178444753, compound

Procedure

To 200 mg of 4-chloro-2-methylthiopyrrolo[2,3-d]-pyrimidine was added 2 ml of n-hexylamine. 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 ethyl alcohol up to 40% ethyl alcohol. The appropriate fractions were combined and evaporated to dryness and the solid residue was crystallized from ethyl alcohol/water to afford white crystals of product, yield 79 mg (60%), m.p. 117.5° - 118.5°.

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 ethyl alcohol up to 40% ethyl alcohol
  5. customevaporated to dryness
  6. customthe solid residue was crystallized from ethyl alcohol/water
  7. customto afford white crystals of product, yield 79 mg (60%), m.p. 117.5° - 118.5°

Sources & evidence

ORD record
ord-15d7ca45540e4f30b96aca4f6c12dc40
Source dataset
uspto-grants-1976_10
Patent number
US03988338

Reaction notes

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