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

HRID 450690Notes

Reaction equation

HRID 450690 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].[F:14][C:15]1[CH:16]=[N:17][CH:18]=[C:19]([CH:23]=1)[C:20](O)=O.N>>[F:14][C:15]1[CH:23]=[C:19]([C:20]2[O:1][N:2]=[C:3]([C:5]3[CH:6]=[CH:7][C:8]4[N:9]([CH:11]=[CH:12][N:13]=4)[CH:10]=3)[N:4]=2)[CH:18]=[N:17][CH:16]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1202325-Fluoronicotinic AcidHCID 2764575N'-hydroxyimidazo[1,2-a]pyridine-6-carboximidamide

Product 1

HCID 445450675-(5-Fluoropyridin-3-yl)-3-(imidazo[1,2-a]pyridin-6-yl)-1,2,4-oxadiazole

Procedure

The title compound was prepared according to method C using N′-hydroxyimidazo[1,2-a]pyridine-6-carboximidamide (Bionet) and 5-fluoronicotinic acid (Frontier). 1H NMR (300 MHz, DMSO-d6) δ 7.71 (d, J=1.4 Hz, 1 H), 7.74-7.88 (m, 2 H), 8.20 (s, 1 H), 8.51 (ddd, J=9.0, 2.9, 1.7 Hz, 1 H), 8.97 (d, J=3.1 Hz, 1 H), 9.24 (t, J=1.5 Hz, 1 H), 9.47 (t, J=1.4 Hz, 1 H) ppm; MS (DCI/NH3) m/z 282 (M+H)+.

Sources & evidence

ORD record
ord-985854b8d1cc458090979eb405023a99
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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