Ethanol → HCID 10355142, compound

HRID 1590629Notes

Reaction equation

HRID 1590629 reaction equation
Cl[C:2]1[C:3]2[N:10]=[N:9][N:8]([CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[F:18])[C:4]=2[N:5]=[CH:6][N:7]=1.C(O)C.[CH3:22][NH2:23]>C1(C)C=CC=CC=1>[F:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][N:8]1[C:4]2[N:5]=[CH:6][N:7]=[C:2]([NH:23][CH3:22])[C:3]=2[N:10]=[N:9]1

Participants

5

Reactant 3

HCID 702EthanolHCID 6329MethylamineHCID 104005523H-1,2,3-Triazolo[4,5-d]pyrimidine, 7-chloro-3-[(2-fluorophenyl)methyl]-

Product 1

HCID 10355142HCID 10355142, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 9.22 g (35 mmol) of crude 7-chloro-3-(2-fluorobenzyl)-3H-1,2,3-triazolo[4,5-d]pyrimidine in 150 ml of toluene is added dropwise, while stirring, to a mixture of 750 ml of ethanol and 200 ml of 40% aqueous methylamine solution. The whole is left to stand for 15 hours at room temperature and then the solvent is distilled off under reduced pressure. 500 ml of water are added to the residue. The precipitated product is filtered off with suction and recrystallised from methanol. In this manner 3-(2-fluorobenzyl)-7-(N-methylamino)-3H-1,2,3-triazolo[4,5-d]pyrimidine having a melting point of 180°-182° is obtained.

Workup

  1. waitThe whole is left
  2. distillationthe solvent is distilled off under reduced pressure
  3. addition500 ml of water are added to the residue
  4. filtrationThe precipitated product is filtered off with suction
  5. customrecrystallised from methanol

Sources & evidence

ORD record
ord-a34548c7a55342759ab9e525b4e94f47
Source dataset
uspto-grants-1993_04
Patent number
US05204353

Reaction notes

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