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

HRID 2232235Notes

Reaction equation

HRID 2232235 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]3=[N:19][N:20]=[C:21](S(C)=O)[N:11]3[N:10]=2)=[CH:5][CH:4]=1.[NH:25]1[CH2:29][CH2:28][CH2:27][CH2:26]1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]3=[N:19][N:20]=[C:21]([N:25]4[CH2:29][CH2:28][CH2:27][CH2:26]4)[N:11]3[N:10]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 21283336HCID 21283336, compound

Product 1

HCID 30712501,2,4-Triazolo(3,4-a)phthalazine, 6-(4-methoxyphenyl)-3-(1-pyrrolidinyl)-Yield 45%

Procedure

A mixture of 6-(4-methoxyphenyl)-3-(methylsulfinyl)-1,2,4-triazolo[3,4-a]phthalazine (3.5 g) and pyrrolidine (30 ml) is heated to 120°/140° C. in a steel bomb for 16 hours. The mixture is then cooled, and the excess of the amine is evaporated off yielding a residue which is washed carefully with a small amount of water and crystallized from 70% ethanol. Yield: 45%. M.p. 196°-98° C.

Workup

  1. temperatureThe mixture is then cooled
  2. customthe excess of the amine is evaporated off
  3. customyielding a residue which
  4. washis washed carefully with a small amount of water
  5. customcrystallized from 70% ethanol

Sources & evidence

ORD record
ord-57d27a18ec95424c8733e60b8232364d
Source dataset
uspto-grants-1988_11
Patent number
US04788186

Reaction notes

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