Ammonia → 1-(3-(3-(5-Fluoropyridin-3-yl)isoxazol-5-yl)phenyl)ethanone

HRID 390495Notes

Reaction equation

HRID 390495 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]([C:20](=[O:22])[CH3:21])[CH:17]=[CH:18][CH:19]=1)#[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]([C:20](=[O:22])[CH3:21])[CH:17]=[CH:18][CH:19]=3)[O:9][N:8]=2)[CH:5]=[N:4][CH:3]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 151814281-(3-Ethynylphenyl)ethanoneHCID 866368465-Fluoro-N-hydroxynicotinimidoyl chloride

Product 1

HCID 445465451-(3-(3-(5-Fluoropyridin-3-yl)isoxazol-5-yl)phenyl)ethanone

Procedure

The titled compound was prepared according to Method CB using the product of product of Example 28B (88 mg, 0.5 mmol) and 1-(3-ethynylphenyl)ethanone (GFS Chemicals, 72 mg, 0.5 mmol). 1H NMR (300 MHz, MeOH-d4) δ 2.69 (s, 3H), 7.54 (s, 1H), 7.71 (t, J=7.5 Hz, 1H), 8.08-8.24 (m, 3H), 8.51 (t, J=1.8 Hz, 1H), 8.62 (d, J=2.8 Hz, 1H), 8.99 (t, J=1.6 Hz, 1H) ppm; MS (DCI/NH3) m/z 283 (M+H)+.

Sources & evidence

ORD record
ord-df7af49952e241ac8e81e07b48ed8615
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Reaction notes

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