Ammonia → 4-(3-(Pyrazin-2-yl)isoxazol-5-yl)benzonitrile

HRID 390521Notes

Reaction equation

HRID 390521 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:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=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:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=2)[O:1][N:2]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 45472454-EthynylbenzonitrileHCID 136395910N-Hydroxypyrazine-2-carbimidoyl chloride

Product 1

HCID 445456134-(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 4-ethynylbenzonitrile (Aldrich, 64 mg, 0.5 mmol). 1H NMR (300 MHz, MeOH-d4) δ 7.62 (s, 1H), 7.92 (dt, J=8.5, 1.7 Hz, 2H), 8.13 (dt, J=8.5, 1.7 Hz, 2H), 8.71 (d, J=2.4 Hz, 1H), 8.77 (dd, J=2.6, 1.4 Hz, 1 H), 9.31 (d, J=1.6 Hz, 1H) ppm; MS (DCI/NH3) m/z 249 (M+H)+.

Sources & evidence

ORD record
ord-c8b11d02e1c24a0e952e82023ec2869d
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Reaction notes

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