Hydrogen Peroxide → HCID 11689554, compound

HRID 991549Notes

Reaction equation

HRID 991549 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:14][C:13]([C:15]4[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=4)=[N:12][C:11]=3[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)=[CH:9][C:4]=2[O:3][CH2:2]1.OO.C(=O)([O-])[O-:32].[K+].[K+]>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:14][C:13]([C:15]4[CH:16]=[CH:17][C:18]([C:19]([NH2:20])=[O:32])=[CH:21][CH:22]=4)=[N:12][C:11]=3[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

4

Reactant 3

HCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 11501515HCID 11501515, compound

Product 1

HCID 11689554HCID 11689554, compoundYield 44%

Procedure

Prepared from 4-(5-benzo[1,3]dioxol-5-yl-4-pyridin-2-yl-oxazol-2-yl)-benzonitrile using hydrogen peroxide and methanolic potassium carbonate according to Example 16 and isolated in 44% yield. 1H NMR (DMSO) δ: 6.15 (2H, s), 7.08-7.16 (2H, m), 7.45-7.54 (2H, m), 7.95-7.99 (1H, m), 8.02 (1H, br. s), 8.08 (1H, br. s), 8.12-8.15 (2H, m), 8.22 (1H, dd, J=7 and 1 Hz), 8.48 (1H, d, J=8 Hz), 8.74 (1H, d, J=8 Hz); m/z (API) 386 (M+H+).

Workup

  1. customisolated in 44% yield

Sources & evidence

ORD record
ord-8d6a7cf8ec1946aaa990731b7422eee1
Source dataset
uspto-grants-2002_10
Patent number
US06465493B1

Reaction notes

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