HCID 16749323, compound → HCID 16749199, compound

HRID 2183067Notes

Reaction equation

HRID 2183067 reaction equation
[NH2:1]/[C:2](=[N:10]\[O:11][C:12]([C@H:14]([CH2:23][CH2:24][CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1)[CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=O)/[CH2:3][C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1>C1(C)C(C)=CC=CC=1>[CH:26]1([CH2:25][CH2:24][CH2:23][C@@H:14]([C:12]2[O:11][N:10]=[C:2]([CH2:3][C:4]3[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=3)[N:1]=2)[CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

3

Reactant 1

HCID 16749323HCID 16749323, compound

Product 1

HCID 16749199HCID 16749199, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of tert-butyl (3R)-3-[({[(Z)-1-amino-2-(3-pyridinyl)ethylidene]amino}oxy)carbonyl]-6-cyclohexylhexanoate (Preparation 107) (835 mg, 1.60 mmol) in xylene (15 ml) was heated at 130° C. for 4.5 hours. After cooling to room temperature the reaction mixture was purified by column chromatography on silica gel eluting with a gradient system of 90:10 (pentane:ethyl acetate) gradually changing to 50:50 (pentane:ethyl acetate) to afford the title compound as a yellow oil (443 mg).

Workup

  1. customwas purified by column chromatography on silica gel eluting with a gradient system of 90:10 (pentane:ethyl acetate)

Sources & evidence

ORD record
ord-5dc0dd4a273a42b5b668a57a55ad583a
Source dataset
uspto-grants-2005_05
Patent number
US06897306B2

Reaction notes

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