Methyl 3-chloro-2-oxopropanoate → 2-(7-Nitro-1H-indol-2-yl)-thiazole-4-carboxylic acid methyl ester

Reaction equation

[CH3:1][O:2][C:3](=[O:8])[C:4](=O)[CH2:5]Cl.[N+:9]([C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:20]=1[NH:19][C:18]([C:21](=[S:23])[NH2:22])=[CH:17]2)([O-:11])=[O:10]>>[CH3:1][O:2][C:3]([C:4]1[N:22]=[C:21]([C:18]2[NH:19][C:20]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][C:12]=3[N+:9]([O-:11])=[O:10])[S:23][CH:5]=1)=[O:8]

Participants

Reactant 2

HCID 12530121Methyl 3-chloro-2-oxopropanoate

HCID 579018667-nitro-1H-indole-2-carbothioamide

Product 1

HCID 1363372002-(7-Nitro-1H-indol-2-yl)-thiazole-4-carboxylic acid methyl ester

Procedure

3-Chloro-2-oxo-propionic acid methyl ester and 7-nitro-1H-indole-2-carbothioic acid amide prepared in Step A of Preparation 110 were reacted according to the same procedure as Preparation 110 to give the title compound.

Workup

customwere reacted
customaccording to the same procedure as Preparation 110

Sources & evidence

ORD record: ord-22f1d1ba325d4d3a99248aca1a9a4d43
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08889691B2

Reaction notes

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