Pyrrolidine → 1,2,4-Triazolo(3,4-a)phthalazine, 3-phenyl-6-(1-pyrrolidinyl)-

HRID 2232222Notes

Reaction equation

HRID 2232222 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2=[N:12][N:13]=[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:4]2[N:3]=1.[NH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1>C(O)C>[C:15]1([C:14]2[N:4]3[N:3]=[C:2]([N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)[C:11]4[C:6]([C:5]3=[N:12][N:13]=2)=[CH:7][CH:8]=[CH:9][CH:10]=4)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 15025636-chloro-3-phenyl-[1,2,4]triazolo[3,4-a]phthalazine

Product 1

HCID 30711851,2,4-Triazolo(3,4-a)phthalazine, 3-phenyl-6-(1-pyrrolidinyl)-Yield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 6-chloro-3-phenyl-1,2,4-triazolo[3,4-a]phthalazine (5 g), pyrrolidine (5 ml), ethanol (35 ml) and catalytic amounts of KI, is poured in a pressure resistant vessell and heated to 100° C. for 8 hours. The reaction mixture is then cooled, the solvent is evaporated off and the residue is thoroughly washed with a small amount of water and crystallized from ethanol yielding the compound of the title in 82% yield. M.p. 208°-09° C.

Workup

  1. additionis poured in a pressure resistant vessell
  2. temperatureThe reaction mixture is then cooled
  3. customthe solvent is evaporated off
  4. washthe residue is thoroughly washed with a small amount of water
  5. customcrystallized from ethanol yielding the compound of the title in 82% yield

Sources & evidence

ORD record
ord-d29737e240ed4ddd8d237de9bba165f7
Source dataset
uspto-grants-1988_11
Patent number
US04788186

Reaction notes

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