Sodium Hydroxide → HCID 2996058, compound

HRID 1895392Notes

Reaction equation

HRID 1895392 reaction equation
N1C=CC=CC=1NC(N)=S.C(OC(=O)C(=O)CBr)C.[CH2:20]([O:22][C:23]([C:25]1[N:26]=[C:27]([NH:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=2)[S:28][CH:29]=1)=[O:24])[CH3:21].[OH-].[Na+]>CO.O1CCCC1>[CH2:20]([O:22][C:23]([C:25]1[N:26]=[C:27]([NH:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=2)[S:28][CH:29]=1)=[O:24])[CH3:21].[N:32]1[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=1[NH:30][C:27]1[S:28][CH:29]=[C:25]([C:23]([OH:24])=[O:22])[N:26]=1

Participants

8

Reactant 4

HCID 14798Sodium HydroxideHCID 66144Ethyl bromopyruvateHCID 14904911-(2-Pyridyl)-2-thioureaHCID 2996058HCID 2996058, compound

Product 2

HCID 2996058HCID 2996058, compoundHCID 18322931232596-44-0

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

2-(Pyridin-2-ylamino)-thiazole-4-carboxylic acid ethyl ester (195 mg) was prepared according to General Procedure C using pyridin-2-yl-thiourea (154 mg) and 3-bromo-2-oxo-propionic acid ethyl ester (200 mg) in methanol (2 mL). 2-(Pyridin-2-ylamino)-thiazole-4-carboxylic acid (160 mg) was prepared according to General Procedure C using 2-(pyridin-2-ylamino)-thiazole-4-carboxylic acid ethyl ester in methanol:tetrahydrofuran:2N NaOH (1:1:1, 1.5 mL). The solvents were evaporated and the compound was dried. The crude product was used in a subsequent step without further purification.

Workup

  1. customThe solvents were evaporated
  2. customthe compound was dried
  3. customThe crude product was used in a subsequent step without further purification

Sources & evidence

ORD record
ord-9c5370c49ebb4fdd89f9ed8165d2c505
Source dataset
uspto-grants-2013_08
Patent number
US08513430B2

Reaction notes

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