Oxalic Acid → HCID 19886321, compound

HRID 654739

Reaction equation

HRID 654739 reaction equation
[CH2:1]1[CH:5]2[CH:6]([C:8]3[O:12][N:11]=[C:10]([NH2:13])[N:9]=3)[CH2:7][N:3](C2)[CH2:2]1.F[C:15](F)(F)[C:16](O)=O.[CH3:21][CH:22](O)[CH3:23].[O:25]=[C:26]([C:28](=[O:30])[OH:29])[OH:27]>ClCCl.ClCCl.CO>[C:28]([OH:30])(=[O:29])[C:26]([OH:27])=[O:25].[CH2:21]([N:13]([CH2:26][C:15]#[CH:16])[C:10]1[N:9]=[C:8]([C:6]2[CH2:7][NH:3][CH2:2][CH2:1][CH:5]=2)[O:12][N:11]=1)[C:22]#[CH:23]

Participants

7

Reactant 4

HCID 971Oxalic AcidHCID 3776IsopropanolHCID 6422Trifluoroacetic acidHCID 1639383-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptane

Product 1

HCID 19886321HCID 19886321, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

The foregoing oxadiazole (135 mg, 0.00039 mol) was stirred with trifluoroacetic acid (0.18 mL, 0.0024 mol) in dichloromethane (6 mL) for 24 hours. The hydrogen oxalate salt had mp 134°-135° C. (propan-2-ol). Rf=0.78 in dichloromethane/methanol (9:1) on alumina plates. Mass Spectrum, m/z 242 for M+ of free base. (Found: C, 53.87; H, 4.90; N, 16.52. C13H14N4O. C2H2O4 requires C, 54.21; H, 4.85; N, 16.86%).

Sources & evidence

ORD record
ord-b3091bf1d1f0497e859f22f0ae4c5e0e
Source dataset
uspto-grants-1992_07
Patent number
US05134146

Linked notes

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