Hydroxyamine hydrochloride → HCID 49805674, compound

HRID 1020438Notes

Reaction equation

HRID 1020438 reaction equation
[CH3:1][C:2]1[C:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:17][CH:16]=[CH:15][C:3]=1[C:4]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12](O)=[O:13])=[O:5].BrC1C(C)=C(C=CC=1)C(NCCCCCC(O)=O)=O.Cl.[NH2:45][OH:46]>>[OH:46][NH:45][C:12]([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][NH:6][C:4](=[O:5])[C:3]1[CH:15]=[CH:16][CH:17]=[C:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:2]=1[CH3:1])=[O:13]

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 65545928HCID 65545928, compoundHCID 66689518HCID 66689518, compound

Product 1

HCID 49805674HCID 49805674, compoundYield 20.3%

Procedure

The procedure of the step 3 in Example 80 was repeated except that 6-(2-methyl-3-phenyl-benzamido)hexanoic acid (38 mg, 0.116 mmol)) instead of 6-(3-bromo-2-methylbenzamido)hexanoic acid and hydroxylamine hydrochloride (16 mg, 0.23 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 (8 mg, 20%).

Workup

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

Sources & evidence

ORD record
ord-e9a59e148f3e4f5d9ee63ee21c7b0587
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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