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

HRID 450689Notes

Reaction equation

HRID 450689 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:23]=[CH:22][C:18]([C:19](O)=O)=[CH:17][N:16]=1.N>>[F:14][C:15]1[N:16]=[CH:17][C:18]([C:19]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:22][CH:23]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 2428196-Fluoronicotinic AcidHCID 2764575N'-hydroxyimidazo[1,2-a]pyridine-6-carboximidamide

Product 1

HCID 445450665-(6-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 6-fluoronicotinic acid (Frontier). 1H NMR (300 MHz, DMSO-d6) δ 7.55 (ddd, J=8.5, 2.7, 0.7 Hz, 1 H), 7.70 (d, J=1.4 Hz, 1 H), 7.73-7.86 (m, 2 H), 8.20 (s, 1 H), 8.75 (ddd, J=8.1, 2.5 Hz, 1 H), 9.08 (dt, J=1.7, 0.8 Hz, 1 H), 9.46 (dd, J=1.7, 1.0 Hz, 1 H) ppm; MS (DCI/NH3) m/z 282 (M+H)+.

Sources & evidence

ORD record
ord-c4f786a919b64a26a54df8a0346c22ac
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

Loading…