Ammonia → 4-(3-(5-Chloropyridin-3-yl)isoxazol-5-yl)benzonitrile

HRID 390505Notes

Reaction equation

HRID 390505 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7](Cl)=[N:8][OH:9].[C:12]([C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1)#[CH:13].N>>[Cl:1][C:2]1[CH:11]=[C:6]([C:7]2[CH:13]=[C:12]([C:14]3[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=3)[O:9][N:8]=2)[CH:5]=[N:4][CH:3]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 45472454-EthynylbenzonitrileHCID 866368495-Chloro-N-hydroxynicotinimidoyl chloride

Product 1

HCID 445455404-(3-(5-Chloropyridin-3-yl)isoxazol-5-yl)benzonitrile

Procedure

The titled compound was prepared according to Method CB using the product of Example 69B (57 mg, 0.3 mmol) and 4-ethynylbenzonitrile (Aldrich, 38 mg, 0.3 mmol). 1H NMR (300 MHz, DMSO-d6) δ8.00 (s, 1H), 8.09 (s, 4H), 8.45 (t, J=2.1 Hz, 1H), 8.82 (d, J=2.4 Hz, 1H), 9.09 (d, J=1.6 Hz, 1H) ppm; MS (DCI/NH3) m/z 282 (M+H)+, 284 (M+H)+.

Sources & evidence

ORD record
ord-7a490b8dbe6c4b858a4bc6c134ccf792
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Reaction notes

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