O-(2-Methylpropyl)hydroxylamine--hydrogen chloride (1/1) → HCID 178490194, compound

HRID 133796Notes

Reaction equation

[C:1]([NH:4][C:5]1[C:35]([Cl:36])=[CH:34][C:8]([CH2:9][NH:10]/[C:11](=[N:26]\C(=O)OC(C)(C)C)/[NH:12][C:13](=[O:25])[CH2:14][C:15]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=O)=[CH:7][C:6]=1[Cl:37])(=[O:3])[CH3:2].Cl.[CH2:39]([O:43][NH2:44])[CH:40]([CH3:42])[CH3:41]>C(O)C>[C:1]([NH:4][C:5]1[C:35]([Cl:36])=[CH:34][C:8]([CH2:9][NH:10][C:11]([NH2:26])=[N:12][C:13](=[O:25])[CH2:14]/[C:15](=[N:44]\[O:43][CH2:39][CH:40]([CH3:42])[CH3:41])/[C:17]2[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=2)=[CH:7][C:6]=1[Cl:37])(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of (E)-tert-butyl (4-acetamido-3,5-dichlorobenzylamino)(3-(4-methoxyphenyl)-3-oxopropanamido)methylenecarbamate (6 mg) and O-isobutylhydroxylamine hydrochloride (3 mg) in ethanol (0.1 mL) was heated at 80° C. for 2 h. Ethanol was removed in vacuo and the crude mixture was purified by reverse phase HPLC (30×100 mm PHENOMENEX-LUNA S10 column, 10-90% methanol/H2O/0.1% TFA) to give the title compound as a clear sticky oil.

Workup

customEthanol was removed in vacuo
customthe crude mixture was purified by reverse phase HPLC (30×100 mm PHENOMENEX-LUNA S10 column, 10-90% methanol/H2O/0.1% TFA)

Sources & evidence

ORD record: ord-f0916e1ea436464caa81e27809abb42b
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07390925B2

Reaction notes

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