Ammonia → N-methyl-3-(3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)benzenesulfonamide

HRID 450640Notes

Reaction equation

HRID 450640 reaction equation
[OH:1][N:2]=[C:3]([NH2:10])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][CH:5]=1.[CH3:11][NH:12][S:13]([C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19](O)=O)(=[O:15])=[O:14].N>>[CH3:11][NH:12][S:13]([C:16]1[CH:24]=[CH:23][CH:22]=[C:18]([C:19]2[O:1][N:2]=[C:3]([C:4]3[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=3)[N:10]=2)[CH:17]=1)(=[O:14])=[O:15]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 2526543-(Methylsulfamoyl)benzoic acidHCID 308113N-Hydroxynicotinimidamide

Product 1

HCID 67025998N-methyl-3-(3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)benzenesulfonamide

Procedure

The title compound was prepared according to the procedure of Example 8 using N′-hydroxynicotinimidamide (Aldrich) and the product of Example 57A. 1H NMR (300 MHz, CD3OD) δ 2.60 (s, 3 H), 7.65 (ddd, J=8.1, 5.0, 0.8 Hz, 1 H), 7.87 (t, J=8.1 Hz, 1 H), 8.15 (ddd, J=8.0, 1.9, 1.0 Hz, 1 H), 8.48 (ddd, J=7.8, 1.7, 1.0 Hz, 1 H), 8.58 (dt, J=8.1, 1.9 Hz, 1 H), 8.67 (t, J=1.5 Hz, 1 H), 8.75 (dd, J=4.7, 1.7 Hz, 1 H), 9.31 (dd, J=2.2, 0.8 Hz, 1 H) ppm; MS (DCI/NH3) m/z 317 (M+H)+.

Sources & evidence

ORD record
ord-53f7877d03c2469ba9308f4363271d5a
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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