Acetylcysteamine → Methyl 3-{[2-(Acetylamino)ethylthio]methyl}-4-oxo-4-(3-pyridyl)butanoate

HRID 2184730Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([C:9](=[CH2:15])[CH2:10][C:11]([O:13][CH3:14])=[O:12])=[O:8])[CH:2]=1.[SH:16][CH2:17][CH2:18][NH:19][C:20](=[O:22])[CH3:21]>>[C:20]([NH:19][CH2:18][CH2:17][S:16][CH2:15][CH:9]([C:7](=[O:8])[C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[CH2:10][C:11]([O:13][CH3:14])=[O:12])(=[O:22])[CH3:21]

Participants

Reactant 2

HCID 14484Acetylcysteamine

HCID 22457736Methyl 3-(3-Pyridylcarbonyl)but-3-enoate

Product 1

HCID 22457747Methyl 3-{[2-(Acetylamino)ethylthio]methyl}-4-oxo-4-(3-pyridyl)butanoate

Procedure

The title compound was prepared from methyl 3-(3-pyridylcarbonyl)but-3-enoate and N-(2-sulfanylethyl)acetamide as described in Example 13 in quantitative yield, ESMS, (M+1)+325.

Sources & evidence

ORD record: ord-9d1a30f25eb94caea81222c56a6bc9a6
Source dataset: uspto-grants-2002_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06399606B1

Reaction notes

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