Triethylamine → 2-[[6-Chloro-2-(methylthio)-4-pyrimidinyl]amino]ethanol

HRID 2053079Notes

Reaction equation

HRID 2053079 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([S:9][CH3:10])[N:3]=1.N[CH:12]([OH:14])[CH3:13].C([N:17](CC)CC)C>CO>[Cl:8][C:6]1[N:5]=[C:4]([S:9][CH3:10])[N:3]=[C:2]([NH:17][CH2:13][CH2:12][OH:14])[CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 805314,6-Dichloro-2-(methylthio)pyrimidineHCID 522583Acetaldehyde ammonia

Product 1

HCID 588780512-[[6-Chloro-2-(methylthio)-4-pyrimidinyl]amino]ethanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of 4,6-dichloro-2-methylsulfanylpyrimidine (9.75 g) in methanol (150 ml) was added aminoethanol (3.1 g) and triethylamine (7.5 ml). The mixture was stirred at room temperature for 20 hrs. After removal of solvent under vacuo, the residue was dissolved in isopropanol (15 ml) and ether (30 ml) was then added. The product was collected by filtration.

Workup

  1. customAfter removal of solvent under vacuo
  2. dissolutionthe residue was dissolved in isopropanol (15 ml)
  3. additionether (30 ml) was then added
  4. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-c39dc6f45abc43cd993c927e4322a55d
Source dataset
uspto-grants-2008_02
Patent number
US07326715B2

Reaction notes

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