Hydroxyamine hydrochloride → HCID 15676028, compound

HRID 2072720Notes

Reaction equation

HRID 2072720 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-7cddeeec61d34964b46e43a0a0eded24
Source dataset
uspto-grants-1990_04
Patent number
US04914112

Reaction notes

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