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

HRID 578180Notes

Reaction equation

HRID 578180 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].[Cl:14][C:15]1[CH:23]=[CH:22][C:18]([C:19](Cl)=O)=[CH:17][N:16]=1.N>>[Cl: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 2764575N'-hydroxyimidazo[1,2-a]pyridine-6-carboximidamideHCID 27821656-Chloronicotinoyl Chloride

Product 1

HCID 445450655-(6-Chloropyridin-3-yl)-3-(imidazo[1,2-a]pyridin-6-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 6-chloronicotinoyl chloride (Aldrich). 1H NMR (300 MHz, DMSO-d6) δ 7.70 (d, J=1.2 Hz, 1H), 7.74-7.84 (m, 2H), 7.87 (d, J=8.3 Hz, 1H), 8.20 (s, 1H), 8.59 (dd, J=8.5, 2.6 Hz, 1H), 9.20 (dd, J=2.4, 0.8 Hz, 1H), 9.47 (t, J=1.4 Hz, 1H) ppm; MS (DCI/NH3) m/z 298 (M+H)+, 300 (M+H)+.

Sources & evidence

ORD record
ord-a4318a4689de4ff58979f0b1d32ea5a1
Source dataset
uspto-grants-2015_05
Patent number
US09040568B2

Reaction notes

Loading…