Ammonia → 2,3,6-Trifluoro-5-(3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)phenol

HRID 450609Notes

Reaction equation

[OH:1][N:2]=[C:3]([NH2:10])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][CH:5]=1.[F:11][C:12]1[C:20]([OH:21])=[C:19]([F:22])[C:18]([F:23])=[CH:17][C:13]=1[C:14](O)=O.N>>[F:22][C:19]1[C:18]([F:23])=[CH:17][C:13]([C:14]2[O:1][N:2]=[C:3]([C:4]3[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=3)[N:10]=2)=[C:12]([F:11])[C:20]=1[OH:21]

Participants

Reactant 3

HCID 222Ammonia

HCID 308113N-Hydroxynicotinimidamide

HCID 27342702,4,5-Trifluoro-3-hydroxybenzoic Acid

Product 1

HCID 866212562,3,6-Trifluoro-5-(3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)phenol

Procedure

The title compound was prepared according to the procedure of Example 8 using N′-hydroxynicotinimidamide (Aldrich) and 2,4,5-trifluoro-3-hydroxybenzoic acid (Aldrich). 1H NMR (300 MHz, CD3OD) δ 7.63-7.76 (m, 2 H), 8.44 (dt, J=7.9, 2.0 Hz, 1 H), 8.83 (dd, J=4.8, 1.6 Hz, 1 H), 9.25 (d, J=1.6 Hz, 1 H) ppm; MS (DCI/NH3) m/z 294 (M+H)+.

Sources & evidence

ORD record: ord-fb1f3240936b4398a92068337b0e7658
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08486979B2

Reaction notes

Loading…