Diethyl Ether → HCID 18510734, compound

HRID 1370265Notes

Reaction equation

HRID 1370265 reaction equation
P(Cl)(Cl)(Cl)(Cl)[Cl:2].[C:7]([C:9](O)([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]([CH:19]2[O:23][N:22]=[C:21]([C:24]3[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=3)[CH2:20]2)=[O:18])=[CH:12][CH:11]=1)#[N:8].CCOCC>C1COCC1>[ClH:2].[Cl:2][C:9]([C:7]#[N:8])([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]([CH:19]2[O:23][N:22]=[C:21]([C:24]3[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=3)[CH2:20]2)=[O:18])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 24819Phosphorus pentachlorideHCID 18510670HCID 18510670, compound

Product 1

HCID 18510734HCID 18510734, compoundYield 117.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

) PCl5 (0.027 mol) was added to a solution of (±)-N-[4-(cyanohydroxyphenylmethyl) phenyl]-4,5-dihydro-3-(3-pyridinyl)-5-isoxazolecarboxamide (0.023 mol) in THF (50 ml). The reaction mixture was stirred and refluxed for 2 hours. Et2O was added and the precipitate was filtered off and dried, yielding 7.2 g (80%) of (±)-N-[4-(chlorocyanophenylmethyl)phenyl]-4,5-dihydro-3-(3-pyridinyl)-5-isoxazolecarboxamide monohydrochloride (compound 496).

Workup

  1. temperaturerefluxed for 2 hours
  2. filtrationthe precipitate was filtered off
  3. customdried

Sources & evidence

ORD record
ord-432bfdfdb6fb44d1a979968e088eba16
Source dataset
uspto-grants-2003_06
Patent number
US06583141B1

Reaction notes

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