Hydroxyamine hydrochloride → HCID 15676028, compound

HRID 974037Notes

Reaction equation

HRID 974037 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:14])[C:9](=O)[CH2:10][C:11]#[N:12])[CH:5]=[CH:4][C:3]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl.[NH2:22][OH:23]>C(O)C.N1C=CC=CC=1>[NH2:12][C:11]1[O:23][N:22]=[C:9]([CH:8]([C:6]2[CH:5]=[CH:4][C:3]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:2]([F:1])[CH:7]=2)[CH3:14])[CH:10]=1

Participants

5

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 15676012HCID 15676012, compound

Product 1

HCID 15676028HCID 15676028, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1049PyridineSolvent

Procedure

To 4-(2-Fluoro-4-biphenylyl)-3-oxo-pentanenitrile (2.75 g, 10.3 mmol) in ethanol (70 ml) was added hydroxylamine hydrochloride (1.1 g, 15.8 mmol) in pyridine (10 ml). After addition, the mixture was stirred at room temperature overnight, then evaporated under reduced pressure to a residue, which was chromatographed and then recrystalyzed to afford 5-amino-3-(1-(2-fluoro-4-biphenylyl)ethyl)isoxazole (2.20 g, 76% yield) as crystalline material: mp 122°-123° C.

Workup

  1. additionAfter addition
  2. customevaporated under reduced pressure to a residue, which
  3. customwas chromatographed

Sources & evidence

ORD record
ord-afccd43861af440a9257bbe45e834cb1
Source dataset
uspto-grants-1991_11
Patent number
US05066666

Reaction notes

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