Ammonia → 5-(3,4-Dichlorophenyl)-3-(pyrimidin-5-yl)isoxazole

HRID 390488Notes

Reaction equation

HRID 390488 reaction equation
[OH:1][N:2]=[C:3](Cl)[C:4]1[CH:5]=[N:6][CH:7]=[N:8][CH:9]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]#[CH:19])=[CH:14][C:13]=1[Cl:20].N>>[Cl:20][C:13]1[CH:14]=[C:15]([C:18]2[O:1][N:2]=[C:3]([C:4]3[CH:5]=[N:6][CH:7]=[N:8][CH:9]=3)[CH:19]=2)[CH:16]=[CH:17][C:12]=1[Cl:11]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 441196223,4-DichlorophenylacetyleneHCID 86636847N-Hydroxypyrimidine-5-carbimidoyl chloride

Product 1

HCID 445464845-(3,4-Dichlorophenyl)-3-(pyrimidin-5-yl)isoxazole

Procedure

The titled compound was prepared as the hydrochloride salt according to Method CB using the product of Example 44B (79 mg, 0.5 mmol) and 1,2-dichloro-4-ethynylbenzene (Aldrich, 86 mg, 0.5 mmol). 1H NMR (300 MHz, DMSO-d6) δ 7.86-7.96 (m, 3H), 8.20 (d, J=1.7 Hz, 1H), 9.31 (s, 2H), 9.36 (s, 1H) ppm; MS (DCI/NH3) m/z 294 (M+H)+, 292 (M+H)+.

Sources & evidence

ORD record
ord-85fe5e8399a2475da350c97ad07ebcdc
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Reaction notes

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