Hydrochloric Acid → HCID 10206685, compound

HRID 2414569Notes

Reaction equation

Cl.[CH2:2]([O:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([N:16]([CH2:25][C:26]#[C:27][CH2:28][N:29]2[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]2)[CH:17]([CH:22]([CH3:24])[CH3:23])[C:18]([NH:20][OH:21])=[O:19])(=[O:15])=[O:14])=[CH:9][CH:8]=1)[C:3]#[C:4][CH3:5].Cl>>[CH2:2]([O:6][C:7]1[CH:8]=[CH:9][C:10]([S:13]([N:16]([CH2:25][C:26]#[C:27][CH2:28][N:29]2[CH2:30][CH2:31][N:32]([CH3:35])[CH2:33][CH2:34]2)[CH:17]([CH:22]([CH3:24])[CH3:23])[C:18]([NH:20][OH:21])=[O:19])(=[O:15])=[O:14])=[CH:11][CH:12]=1)[C:3]#[C:4][CH3:5]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 22645026HCID 22645026, compound

Product 1

HCID 10206685HCID 10206685, compound

Procedure

According to the procedures of Examples 11 and 9 methyl2-{{[4-(2-butynyloxy)phenyl]sulfonyl}-4-(4-methyl-1-piperazinyl)-2-butynyl]amino}-3-methylbutanoate provided the hydroxamic acid 2-{{[4-(2-butynyloxy)phenyl]sulfonyl}[4-(4-methyl-1-piperazinyl)-2-butynyl]amino}-N-hydroxy-3-methylbutanamide as a white solid. This was converted into 2-{{[4-(2-butynyloxy)phenyl]sulfonyl}[4-(4-methyl-1-piperazinyl)-2-butynyl]amino}-N-hydroxy-3-methylbutanamide hydrochloride with ethereal HCl solution to give the product as a brown powder. Electrospray Mass Spec 491.3 (M+H)+

Sources & evidence

ORD record: ord-85e4f92c246c4093b3a81b050a240742
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06812227B2

Reaction notes

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