Ammonia → 3-(Imidazo[1,2-a]pyridin-6-yl)-5-(pyridin-3-yl)-1,2,4-oxadiazole

HRID 450687Notes

Reaction equation

HRID 450687 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[CH:6]=[CH:7][C:8]2[N:9]([CH:11]=[CH:12][N:13]=2)[CH:10]=1)[NH2:4].[C:14](Cl)(=O)[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=1.Cl.N>>[N:13]1[CH:12]=[CH:11][N:9]2[CH:10]=[C:5]([C:3]3[N:4]=[C:14]([C:15]4[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=4)[O:1][N:2]=3)[CH:6]=[CH:7][C:8]=12

Participants

5

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 82604Nicotinoyl chlorideHCID 2764575N'-hydroxyimidazo[1,2-a]pyridine-6-carboximidamide

Product 1

HCID 445450643-(Imidazo[1,2-a]pyridin-6-yl)-5-(pyridin-3-yl)-1,2,4-oxadiazole

Procedure

The title compound was prepared according to Method D using N′-hydroxyimidazo[1,2-a]pyridine-6-carboximidamide (Bionet) and nicotinoyl chloride, hydrochloric Acid (Aldrich). 1H NMR (300 MHz, DMSO-d6) δ 7.62-7.91 (m, 4 H), 8.20 (s, 1 H), 8.56 (dt, J=8.1, 1.9 Hz, 1 H), 8.92 (dd, J=4.7, 1.7 Hz, 1 H) ppm; MS (DCI/NH3) m/z 264 (M+H)+.

Sources & evidence

ORD record
ord-df86ab5d6fe149bc9995d8dc085d4940
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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