1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-Chloro-2-(2-furyl)-5-methylthio[1,2,4]triazolo[1,5-c]pyrimidine

HRID 1264870Notes

Reaction equation

HRID 1264870 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:5]2[C:10]([C:13]3[O:14][CH:15]=[CH:16][CH:17]=3)=[N:11][N:12]=[C:4]2[CH:3]=1.C1CCN2C(=NCCC2)CC1>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:12]2[N:11]=[C:10]([C:13]3[O:14][CH:15]=[CH:16][CH:17]=3)[N:5]=[C:4]2[CH:3]=1

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 186137007-Chloro-3-(furan-2-yl)-5-(methylsulfanyl)[1,2,4]triazolo[4,3-c]pyrimidine

Product 1

HCID 186136967-Chloro-2-(2-furyl)-5-methylthio[1,2,4]triazolo[1,5-c]pyrimidineYield 81%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into 8.5 mL of THF, 2.7 g (10 mmol) of Compound B was dissolved, and 1.5 mL (10 mmol) of DBU was added thereto under ice cooling, followed by stirring at room temperature for about 1 hour. During the period, crystals were precipitated from the reaction solution. After completion of the reaction, the precipitated solid was washed with THF to obtain 2.1 g of Compound C as a white solid (yield: 81%).

Workup

  1. customDuring the period, crystals were precipitated from the reaction solution
  2. customAfter completion of the reaction
  3. washthe precipitated solid was washed with THF

Sources & evidence

ORD record
ord-6506748aabe44da5af3a52bdf9c0354b
Source dataset
uspto-grants-2003_04
Patent number
US06545000B1

Reaction notes

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