Cyclopentylacetyl chloride → HCID 67148524, compound

HRID 2426332Notes

Reaction equation

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

Participants

Reactant 2

HCID 3485182Cyclopentylacetyl chloride

HCID 67148228HCID 67148228, compound

Product 1

HCID 67148524HCID 67148524, compoundYield 87.9%

Procedure

In a manner similar to that of Example 16(e), starting with 0.35 g (1 mmol) of methyl 2(S)-ethoxy-3-[4-(5-methylaminomethylthiophen-3-yl)phenyl]propanoate and 170 μl (1.15 mmol) of 2-cyclopentylacetyl chloride, 0.39 g (85%) of methyl 3-[4-(5-{[(2-cyclopentylacetyl)methylamino]methyl}thiophen-3-yl)phenyl]-2(S)-ethoxypropanoate is obtained.

Sources & evidence

ORD record: ord-0688b62d680b49be87bebc924484d3f6
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07968560B2

Reaction notes

Loading…