Ammonia → 1-(3-(3-(Pyrazin-2-yl)isoxazol-5-yl)phenyl)ethanone

HRID 390527Notes

Reaction equation

HRID 390527 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]=[C:15]([C:19](=[O:21])[CH3:20])[CH:16]=[CH:17][CH:18]=1)#[CH:12].N>>[N:5]1[CH:6]=[CH:7][N:8]=[CH:9][C:4]=1[C:3]1[CH:12]=[C:11]([C:13]2[CH:14]=[C:15]([C:19](=[O:21])[CH3:20])[CH:16]=[CH:17][CH:18]=2)[O:1][N:2]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 151814281-(3-Ethynylphenyl)ethanoneHCID 136395910N-Hydroxypyrazine-2-carbimidoyl chloride

Product 1

HCID 445456851-(3-(3-(Pyrazin-2-yl)isoxazol-5-yl)phenyl)ethanone

Procedure

The titled compound was prepared according to Method CB using the product of Example 83D (79 mg, 0.5 mmol) and 1-(3-ethynylphenyl)ethanone (GFS Chemicals, 72 mg, 0.5 mmol). 1H NMR (300 MHz, MeOH-d4) δ 2.70 (s, 3H), 7.55 (s, 1H), 7.71 (t, J=7.8 Hz, 1H), 8.07-8.23 (m, 2H), 8.52 (t, J=1.7 Hz, 1H), 8.70 (d, J=2.7 Hz, 1H), 8.74-8.82 (m, 1H), 9.31 (d, J=1.7 Hz, 1H) ppm; MS (DCI/NH3) m/z 266 (M+H)+.

Sources & evidence

ORD record
ord-986aa1f3e8964291b316241a4b3db6d0
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Reaction notes

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