O-tert-butylhydroxylamine hydrochloride → HCID 86673023, compound

HRID 1853250Notes

Reaction equation

HRID 1853250 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[CH:7]=[C:8]([C:12]3[N:13]=[CH:14][C:15]4[C:20]([CH:21]=3)=[CH:19][CH:18]=[CH:17][CH:16]=4)[O:9]2)=[CH:4][CH:3]=1.Cl.[C:24]([O:28][NH2:29])([CH3:27])([CH3:26])[CH3:25]>CO>[C:24]([O:28][N:29]=[C:6]1[C:5]2[C:10](=[CH:11][C:2]([Br:1])=[CH:3][CH:4]=2)[O:9][C:8]([C:12]2[N:13]=[CH:14][C:15]3[C:20]([CH:21]=2)=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:7]1)([CH3:27])([CH3:26])[CH3:25]

Participants

4

Reactant 2

HCID 2777906O-tert-butylhydroxylamine hydrochlorideHCID 67193756HCID 67193756, compound

Product 1

HCID 86673023HCID 86673023, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7-bromo-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime was prepared using the method D (step 1) illustrated in example 1B. 7-bromo-2-isoquinolin-3-yl-chromen-4-one (682 mg, 1.94 mmol) was treated with O-tert-butyl-hydroxylamine hydrochloride (486 mg, 3.87 mmol) in methanol (9 ml) under microwave irradiation to yield 7-bromo-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime (629 mg, 77%) as a yellow solid after purification by flash chromatography over silica gel (cyclohexane/ethyl acetate: 50/50).

Workup

  1. custom7-bromo-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime was prepared

Sources & evidence

ORD record
ord-b3c9c925bf87437a88c72948e5e7a2ed
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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