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Ammonia → 3-(5-Fluoropyridin-3-yl)-5-(3,4,5-trifluorophenyl)isoxazole

HRID 390468
Notes
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Reaction equation

HRID 390468 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]([F:22])[C:17]([F:21])=[C:18]([F:20])[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]([F:22])[C:17]([F:21])=[C:18]([F:20])[CH:19]=3)[O:9][N:8]=2)[CH:5]=[N:4][CH:3]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 222AmmoniaHCID 227090715-Ethynyl-1,2,3-trifluorobenzeneHCID 866368465-Fluoro-N-hydroxynicotinimidoyl chloride

Product 1

HCID 445463503-(5-Fluoropyridin-3-yl)-5-(3,4,5-trifluorophenyl)isoxazole

Procedure

The titled compound was prepared according to Method CB using the product of Example 28B (88 mg, 0.5 mmol) and 5-ethynyl-1,2,3-trifluorobenzene (Apollo, 78 mg, 0.5 mmol). 1H NMR (300 MHz, MeOH-d4) δ 7.49 (s, 1H), 7.76 (dd, J=8.3, 6.6 Hz, 2H), 0.16 (ddd, J=9.2, 2.7, 1.7 Hz, 1H), 8.62 (d, J=2.7 Hz, 1H), 8.95 (t, J=1.5 Hz, 1H) ppm; MS (DCI/NH3) m/z 295 (M+H)+.

Sources & evidence

ORD record
ord-ef3d8408acee41db98657f89e33415f0
Source dataset
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08383658B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes