Ammonia → 3-(3-(Pyrazin-2-yl)isoxazol-5-yl)benzonitrile

HRID 390519Notes

Reaction equation

HRID 390519 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]([CH:18]=[CH:19][CH:20]=1)[C:16]#[N:17])#[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]([CH:18]=[CH:19][CH:20]=2)[C:16]#[N:17])[O:1][N:2]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 120889643-EthynylbenzonitrileHCID 136395910N-Hydroxypyrazine-2-carbimidoyl chloride

Product 1

HCID 445456163-(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 19A (64 mg, 0.5 mmol). 1H NMR (300 MHz, MeOH-d4) δ 7.59 (s, 1H), 7.75 (t, J=8.1 Hz, 1H), 7.88 (dt, J=8.0, 1.4, 1.2 Hz, 1H), 8.21-8.30 (m, 1H), 8.31-8.37 (m, 1H), 8.71 (d, J=2.7 Hz, 1H), 8.77 (dd, J=2.5, 1.5 Hz, 1H), 9.31 (d, J=1.7 Hz, 1H) ppm; MS (DCI/NH3) m/z 249 (M+H)+.

Sources & evidence

ORD record
ord-39ba24d52ad3487ba3e3c80508a3c58c
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Reaction notes

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