O-tert-butylhydroxylamine hydrochloride → HCID 178454525, compound

HRID 2235437Notes

Reaction equation

HRID 2235437 reaction equation
[CH3:1][C:2]1([CH3:28])[C:10]2[CH:9]=[C:8]3[N:11]=[C:12]([NH:14][C:15](=[O:22])[C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[NH:13][C:7]3=[CH:6][C:5]=2[N:4]([CH2:23][CH2:24][CH:25]=O)[C:3]1=[O:27].Cl.[C:30]([O:34][NH2:35])([CH3:33])([CH3:32])[CH3:31]>CO.O>[C:30]([O:34][N:35]=[CH:25][CH2:24][CH2:23][N:4]1[C:5]2[CH:6]=[C:7]3[NH:13][C:12]([NH:14][C:15](=[O:22])[C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=4)=[N:11][C:8]3=[CH:9][C:10]=2[C:2]([CH3:28])([CH3:1])[C:3]1=[O:27])([CH3:33])([CH3:32])[CH3:31]

Participants

5

Reactant 2

HCID 2777906O-tert-butylhydroxylamine hydrochlorideHCID 178429338HCID 178429338, compound

Product 1

HCID 178454525HCID 178454525, compoundYield 11.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of N-[7,7-dimethyl-6-oxo-5-(3-oxo-propyl)-3,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl]-benzamide (50 mg) and O-tert-butyl-hydroxylamine hydrochloride (117 mg; 0.93 mmol) in MeOH (10 ml) and water (1 ml) is stirred at RT for 18 h. After evaporating to dryness the crude material is purified by preparative RP-HPLC eluting with MeCN/water to give the desired compound (7 mg).

Workup

  1. customAfter evaporating to dryness the crude material
  2. customis purified by preparative RP-HPLC
  3. washeluting with MeCN/water

Sources & evidence

ORD record
ord-0b9b32e52e894baf94d18309f41c2bc2
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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