Ethyl bromopyruvate → 2-(Pyridin-4-ylamino)-thiazole-4-carboxylic acid ethyl ester

HRID 1895388Notes

Reaction equation

HRID 1895388 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]([NH2:10])=[S:9])=[CH:3][CH:2]=1.[CH2:11]([O:13][C:14](=[O:19])[C:15](=O)[CH2:16]Br)[CH3:12]>CO>[CH2:11]([O:13][C:14]([C:15]1[N:10]=[C:8]([NH:7][C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[S:9][CH:16]=1)=[O:19])[CH3:12]

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 27372494-Pyridylthiourea

Product 1

HCID 27420752-(Pyridin-4-ylamino)-thiazole-4-carboxylic acid ethyl esterYield 79.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(Pyridin-4-ylamino)-thiazole-4-carboxylic acid ethyl ester (200 mg) was prepared according to General Procedure B using pyridin-4-yl-thiourea (154 mg) and 3-bromo-2-oxo-propionic acid ethyl ester (200 mg) in methanol (2 mL). The crude product was used without further purification.

Workup

  1. customThe crude product was used without further purification

Sources & evidence

ORD record
ord-590b8093db2c4bdfb726d403ee5462a4
Source dataset
uspto-grants-2013_08
Patent number
US08513430B2

Reaction notes

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