Hydroxyamine hydrochloride → HCID 49805796, compound

HRID 1020443Notes

Reaction equation

HRID 1020443 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:5]([NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13](O)=[O:14])=[O:6].Cl.[NH2:26][OH:27]>>[OH:27][NH:26][C:13]([CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][NH:7][C:5](=[O:6])[C:4]1[CH:16]=[CH:17][C:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:2]([CH3:1])[CH:3]=1)=[O:14]

Participants

3

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 66689207HCID 66689207, compound

Product 1

HCID 49805796HCID 49805796, compoundYield 51.9%

Procedure

The procedure of the step 3 in Example 80 was repeated except that 6-(3-methyl-4-phenyl-benzamido)hexanoic acid (70 mg (0.215 mmol)) instead of 6-(3-bromo-2-methylbenzamido)hexanoic acid, and 30 mg of hydroxylamine hydrochloride (0.43 mmol) instead of 1,2-phenylenediamine were used and purified by a preparative HPLC (C18, 20% H2O/CH3CN, 20 ml/min) to obtain the title compound (38 mg, 51%).

Workup

  1. custompurified by a preparative HPLC (C18, 20% H2O/CH3CN, 20 ml/min)

Sources & evidence

ORD record
ord-415e5d7d05e949fba39b8e6432da57ff
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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