Ethoxalyl chloride → ethyl (2-ethoxycarbonylmethyl-1H-indol-3-yl)oxoacetate

HRID 1095340Notes

Reaction equation

[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].Cl[C:17](=[O:23])[C:18]([O:20][CH2:21][CH3:22])=[O:19]>>[CH2:14]([O:13][C:11]([CH2:10][C:2]1[NH:1][C:9]2[C:4]([C:3]=1[C:17](=[O:23])[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:5][CH:6]=[CH:7][CH:8]=2)=[O:12])[CH3:15]

Participants

Reactant 2

HCID 20884Ethoxalyl chloride

HCID 11106442Ethyl 2-(1H-indol-2-yl)acetate

Product 1

HCID 57446210ethyl (2-ethoxycarbonylmethyl-1H-indol-3-yl)oxoacetate

Procedure

In step (1) of Reaction Scheme VII, ethyl 1H-indol-2-ylacetate is reacted with ethyl chlorooxoacetate to provide ethyl (2-ethoxycarbonylmethyl-1H-indol-3-yl)oxoacetate. The reaction can be carried out using the general method described in step (1) of Reaction Scheme I. Ethyl 1H-indol-2-ylacetate is known.

Sources & evidence

ORD record: ord-87d9b8b9194f450aa57795c9a566c33a
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08138173B2

Reaction notes

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