Butyryl chloride → HCID 67148291, compound

HRID 2426331Notes

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].[C:24](Cl)(=[O:28])[CH2:25][CH2:26][CH3:27]>>[C:24]([CH2:23][NH:22][CH2:21][C:19]1[S:18][CH:17]=[C:16]([C:13]2[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]=2)[CH:20]=1)(=[O:28])[CH2:25][CH2:26][CH3:27]

Participants

Reactant 2

HCID 8855Butyryl chloride

HCID 67148228HCID 67148228, compound

Product 1

HCID 67148291HCID 67148291, compoundYield 99.1%

Procedure

In a manner similar to that of Example 16(e), starting with 0.1 g (0.3 mmol) of methyl 2(S)-ethoxy-3-[4-(5-methylaminomethylthiophen-3-yl)phenyl]propanoate and 40 μl (0.33 mmol) of butanoyl chloride, 0.12 g (75%) of methyl 3-(4-{5-[(butyrylmethylamino)methyl]thiophen-3-yl}phenyl)-2(S)-ethoxypropanoate is obtained.

Sources & evidence

ORD record: ord-870d39bd80334943868d36c760834a57
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07968560B2

Reaction notes

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