Sulfuric Acid → HCID 70108655, compound

HRID 1379038Notes

Reaction equation

HRID 1379038 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:26]([C:27]3[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=3)=[C:11]3[N:12]([C:16](=[O:25])[C:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[O:18])[NH:13][CH2:14][CH2:15][N:10]3[N:9]=2)=[CH:4][CH:3]=1.[S:33](=[O:37])(=[O:36])([OH:35])[OH:34]>C(O)C.C(OCC)(=O)C>[S:33]([OH:37])([OH:36])(=[O:35])=[O:34].[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:26]([C:27]3[CH:28]=[CH:29][N:30]=[CH:31][CH:32]=3)=[C:11]3[N:12]([C:16](=[O:25])[C:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[O:18])[NH:13][CH2:14][CH2:15][N:10]3[N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 70108225HCID 70108225, compound

Product 1

HCID 70108655HCID 70108655, compoundYield 79.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

To a suspension of 7-(4-fluorophenyl)-2-phenylglyoxyloyl-8-(pyridin-4-yl)-1,2,3,4-tetrahydropyrazolo[5,1-c][1,2,4]triazine (2.778 g) in a mixture of ethanol (14 ml) and ethyl acetate (10 ml) was added conc. sulfuric acid (0.67 g). To the resulting clear solution was added ethyl acetate (30 ml) and the solution was stirred at ambient temperature for 4 hours. The separated solid was collected and recrystallized from aqueous acetonitrile to give 7-(4-fluorophenyl)-2-phenylglyoxyloyl-8-(pyridin-4-yl)-1,2,3,4-tetrahydropyrazolo[5,1-c][1,2,4]triazine sulfate (2.7 g).

Workup

  1. customThe separated solid was collected
  2. customrecrystallized from aqueous acetonitrile

Sources & evidence

ORD record
ord-862837af42af438d8e2d808b5a662531
Source dataset
uspto-grants-1997_09
Patent number
US05670503

Reaction notes

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