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

HRID 390517Notes

Reaction equation

HRID 390517 reaction equation
[OH:1][N:2]=[C:3](Cl)[C:4]1[CH:9]=[N:8][CH:7]=[CH:6][N:5]=1.[Cl:11][C:12]1[CH:13]=[C:14]([CH:17]=[C:18]([C:20]#[CH:21])[CH:19]=1)[C:15]#[N:16].N>>[Cl:11][C:12]1[CH:13]=[C:14]([CH:17]=[C:18]([C:20]2[O:1][N:2]=[C:3]([C:4]3[CH:9]=[N:8][CH:7]=[CH:6][N:5]=3)[CH:21]=2)[CH:19]=1)[C:15]#[N:16]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 866368483-Chloro-5-ethynylbenzonitrileHCID 136395910N-Hydroxypyrazine-2-carbimidoyl chloride

Product 1

HCID 445456143-Chloro-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 66A (82 mg, 0.5 mmol). 1H NMR (300 MHz, DMSO-d6) δ7.66 (s, 1H), 7.97 (t, J=1.6 Hz, 1H), 8.30 (d, J=1.6 Hz, 2H), 8.71 (d, J=2.4 Hz, 1H), 8.77 (dd, J=2.8, 1.6 Hz, 1H), 9.31 (d, J=1.6 Hz, 1H) ppm; MS (DCI/NH3) m/z 283 (M+H)+, 285 (M+H)+.

Sources & evidence

ORD record
ord-21f20e95a1994ba6a6eb6b18bcab9504
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Reaction notes

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