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Ammonia → 2-Fluoro-5-(3-(pyrazin-2-yl)isoxazol-5-yl)benzonitrile

HRID 390518
Notes
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Reaction equation

HRID 390518 reaction equation
[OH:1][N:2]=[C:3](Cl)[C:4]1[CH:9]=[N:8][CH:7]=[CH:6][N:5]=1.[C:11]([C:13]1[CH:14]=[CH:15][C:16]([F:21])=[C:17]([CH:20]=1)[C:18]#[N:19])#[CH:12].N>>[F:21][C:16]1[CH:15]=[CH:14][C:13]([C:11]2[O:1][N:2]=[C:3]([C:4]3[CH:9]=[N:8][CH:7]=[CH:6][N:5]=3)[CH:12]=2)=[CH:20][C:17]=1[C:18]#[N:19]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 222AmmoniaHCID 534292955-Ethynyl-2-fluorobenzonitrileHCID 136395910N-Hydroxypyrazine-2-carbimidoyl chloride

Product 1

HCID 445456152-Fluoro-5-(3-(pyrazin-2-yl)isoxazol-5-yl)benzonitrile

Procedure

The titled compound was prepared according to Method CB using the product of Example 83D (79 mg, 0.5 mmol) and the product of Example 68A (73 mg, 0.5 mmol). 1H NMR (300 MHz, MeOH-d4) 57.57 (t, J=8.9 Hz, 1H), 7.55 (s, 1H), 8.30 (ddd, J=8.9, 5.0, 2.4 Hz, 1H), 8.40 (dd, J=5.9, 2.0 Hz, 1H), 8.71 (d, J=2.8 Hz, 1H), 8.74-8.80 (m, 1H), 9.30 (d, J=1.6 Hz, 1H) ppm; MS (DCI/NH3) m/z 267 (M+H)+.

Sources & evidence

ORD record
ord-897c508a8efd43e99b735521fa1a6708
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