Ammonia → 3-(Pyrazin-2-yl)-5-(3,4,5-trifluorophenyl)isoxazole

HRID 390526Notes

Reaction equation

HRID 390526 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]([F:21])[C:16]([F:20])=[C:17]([F:19])[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]([F:21])[C:16]([F:20])=[C:17]([F:19])[CH:18]=2)[O:1][N:2]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 227090715-Ethynyl-1,2,3-trifluorobenzeneHCID 136395910N-Hydroxypyrazine-2-carbimidoyl chloride

Product 1

HCID 445456843-(Pyrazin-2-yl)-5-(3,4,5-trifluorophenyl)isoxazole

Procedure

The titled compound was prepared according to Method CB using the product of Example 83D (79 mg, 0.5 mmol) and 5-ethynyl-1,2,3-trifluorobenzene (Apollo, 78 mg, 0.5 mmol). 1H NMR (300 MHz, MeOH-d4) δ 7.53 (s, 1H), 7.79 (dd, J=8.5, 6.4 Hz, 2H), 8.70 (d, J=2.4 Hz, 1H), 8.76 (dd, J=2.5, 1.5 Hz, 1H), 9.29 (d, J=1.7 Hz, 1H) ppm; MS (DCI/NH3) m/z 278 (M+H)+.

Sources & evidence

ORD record
ord-1f77d414c9fa4b21b4c6d2ed655598ec
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Reaction notes

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