Lithium Hydroxide → 2-(2,1,3-Benzoxadiazol-5-yloxy)nicotinic acid

HRID 350968Notes

Reaction equation

HRID 350968 reaction equation
C([O:3][C:4](=[O:21])[C:5]1[CH:10]=[CH:9][CH:8]=[N:7][C:6]=1[O:11][C:12]1[CH:20]=[CH:19][C:15]2=[N:16][O:17][N:18]=[C:14]2[CH:13]=1)C.[Li+].[OH-]>O1CCCC1>[N:16]1[O:17][N:18]=[C:14]2[CH:13]=[C:12]([O:11][C:6]3[N:7]=[CH:8][CH:9]=[CH:10][C:5]=3[C:4]([OH:21])=[O:3])[CH:20]=[CH:19][C:15]=12

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 235293452-(Benzo[2,1,3]oxadiazol-5-yloxy)-nicotinic acid ethyl ester

Product 1

HCID 226101382-(2,1,3-Benzoxadiazol-5-yloxy)nicotinic acidYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2.2 g (7.7 mmol.) 2-[benzo[2,1,3]oxadiazol-5-yloxy]-nicotinic acid ethyl ester and 23.1 ml (23.1 mmol.) 1M LiOH in 75 ml tetrahydrofuran was stirred overnight at room temperature. The tetrahydrofuran was evaporated in vacuo and the aqueous mixture acidified with 1N HCl. The resulting precipitate was filtered and dried to give 1.9 g (96%) solid.

Workup

  1. customThe tetrahydrofuran was evaporated in vacuo
  2. filtrationThe resulting precipitate was filtered
  3. customdried

Sources & evidence

ORD record
ord-b7bcdf52be5b4c27820c3fac43387305
Source dataset
uspto-grants-2007_02
Patent number
US07183293B2

Reaction notes

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