Ammonia → 3-(3-(5-Fluoropyridin-3-yl)isoxazol-5-yl)benzonitrile

HRID 390461

Reaction equation

HRID 390461 reaction equation
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7](Cl)=[N:8][OH:9].[C:12]([C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[C:17]#[N:18])#[CH:13].N>>[F:1][C:2]1[CH:11]=[C:6]([C:7]2[CH:13]=[C:12]([C:14]3[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=3)[C:17]#[N:18])[O:9][N:8]=2)[CH:5]=[N:4][CH:3]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 120889643-EthynylbenzonitrileHCID 866368465-Fluoro-N-hydroxynicotinimidoyl chloride

Product 1

HCID 445462873-(3-(5-Fluoropyridin-3-yl)isoxazol-5-yl)benzonitrile

Procedure

The titled compound was prepared according to Method CB using the product of Example 28B (88 mg, 0.5 mmol) and the product of Example 19A (64 mg, 0.5 mmol). 1H NMR (300 MHz, MeOH-d4) δ 7.55 (s, 1H), 7.75 (t, J=7.9 Hz, 1H), 7.88 (dt, J=7.9, 1.4 Hz, 1H), 8.18 (ddd, J=9.3, 2.8, 1.8 Hz, 1H), 8.23 (ddd, J=7.9, 2.0, 1.2 Hz, 1H), 8.31 (t, J=1.6 Hz, 1H), 8.62 (d, J=2.8 Hz, 1H), 8.98 (t, J=1.6 Hz, 1 H) ppm; MS (DCI/NH3) m/z 266 (M+H)+.

Sources & evidence

ORD record
ord-44d5ca19e8cc4beea375f60dd735de39
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Linked notes

Loading…