HCID 21942590, compound → HCID 21942609, compound

HRID 431904Notes

Reaction equation

HRID 431904 reaction equation
C([O:5][C:6]([C:8]1[CH:9]=[CH:10][C:11]([C:14]2[N:18]=[C:17]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([Br:25])[CH:20]=3)[O:16][N:15]=2)=[N:12][CH:13]=1)=[O:7])(C)(C)C>C(O)=O>[OH:7][C:6]([C:8]1[CH:9]=[CH:10][C:11]([C:14]2[N:18]=[C:17]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([Br:25])[CH:20]=3)[O:16][N:15]=2)=[N:12][CH:13]=1)=[O:5]

Participants

3

Reactant 1

HCID 21942590HCID 21942590, compound

Product 1

HCID 21942609HCID 21942609, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
45 °C

Procedure

A mixture of 3-(5-tert-butoxycarbonylpyrid-2-yl)-5-(3-bromophenyl)-1,2,4-oxadiazole (100 mg, 0.25 mmol) in formic acid (98%, 6 mL) was heated at 45° C. for 23 hours. Evaporation of the solvent in vacuo followed by trituration with dichloromethane afforded 3-(5-hydroxycarbonylpyrid-2-yl)-5-(3-bromophenyl)-1,2,4-oxadiazole (65.4 mg, 76%) as a white solid.

Workup

  1. customEvaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-5962ba1871a04387934edad24321ab3f
Source dataset
uspto-grants-2003_12
Patent number
US06660753B2

Reaction notes

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