Ammonia → 3-(Pyrazin-2-yl)-5-(pyridin-3-yl)isoxazole

HRID 390516Notes

Reaction equation

HRID 390516 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]=[N:15][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]=[N:15][CH:16]=[CH:17][CH:18]=2)[O:1][N:2]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1860033-EthynylpyridineHCID 136395910N-Hydroxypyrazine-2-carbimidoyl chloride

Product 1

HCID 690017803-(Pyrazin-2-yl)-5-(pyridin-3-yl)isoxazole

Procedure

The titled compound was prepared as the bishydrochloride salt according to Method CB using the product of Example 83D (79 mg, 0.5 mmol) and 3-ethynylpyridine (Aldrich, 0.52 mg, 0.5 mmol). 1H NMR (300 MHz, DMSO-d6) δ 7.77 (dd, J=7.9, 5.2 Hz, 1H), 7.92 (s, 1H), 8.55 (dt, J=7.9, 1.8 Hz, 2H), 8.76-8.98 (m, 3 H), 9.32 (d, J=1.2 Hz, 2H) ppm; MS (DCI/NH3) m/z 225 (M+H)+.

Sources & evidence

ORD record
ord-d5ae76ee4eee4534ac207a81ba8ed1d7
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Reaction notes

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