Sodium Hydroxide → HCID 28806058, compound

HRID 872785Notes

Reaction equation

HRID 872785 reaction equation
[CH:1]([C:4]1[N:8]=[C:7]([C:9]([O:11]CC)=[O:10])[O:6][N:5]=1)([CH3:3])[CH3:2].O[NH:15]/[C:16](=N/[H])/[C:17]1C=CC=NC=1.[OH-].[Na+]>>[N:15]1[CH:16]=[CH:17][CH:2]=[C:1]([C:4]2[N:8]=[C:7]([C:9]([OH:11])=[O:10])[O:6][N:5]=2)[CH:3]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 534046373-Isopropyl-[1,2,4]oxadiazole-5-carboxylic acid ethyl esterHCID 178506505HCID 178506505, compound

Product 1

HCID 28806058HCID 28806058, compound

Procedure

Following the procedure described in U.S. Pat. No. 5,578,550 for the preparation of ethyl 3-isopropyl-1,2,4-oxadiazole-5-carboxylate, the title product was prepared from (E)—N-hydroxynicotinimidamide (2.727 g, 19.88 mmol) and ethyl oxalyl chloride (2.89 mL, 25.9 mmol) followed by subsequent ester hydrolysis with sodium hydroxide solution according to Example 225(b). Yield 1.32 g. 1H NMR (400 MHz; d6-DMSO): δ 7.63 (m, HA), 8.32 (m, 1H), 8.86 (dd, 1H), 9.03 (dd, 1H).

Sources & evidence

ORD record
ord-4e8d11574bb147d5890808d17f26ad31
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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