Ethyl bromopyruvate → HCID 59324073, compound

HRID 2063685Notes

Reaction equation

HRID 2063685 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:16]([NH2:18])=[S:17])[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1.Br[CH2:20][C:21](=O)[C:22]([O:24][CH2:25][CH3:26])=[O:23]>CCO>[CH2:25]([O:24][C:22]([C:21]1[N:18]=[C:16]([NH:15][C:5]2[CH:6]=[CH:7][C:8]([N:9]3[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]3)=[C:3]([O:2][CH3:1])[CH:4]=2)[S:17][CH:20]=1)=[O:23])[CH3:26]

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 71650841[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]thiourea

Product 1

HCID 59324073HCID 59324073, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (131 mg, 0.50 mmol) and ethyl bromopyruvate (74 μl, 0.50 mmol) in EtOH (3 ml) was stirred at 60° C. for 18 hours. The solid was filtered off and washed with cold EtOH, then dried in vacuo to give the title compound as light brown solid (130 mg, 72%). MS ISP (m/e): 359.1 (100) [(M+H)+].

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with cold EtOH
  3. customdried in vacuo

Sources & evidence

ORD record
ord-8d9e16be6d704d5badc96d5031c6e67f
Source dataset
uspto-grants-2012_10
Patent number
US08288403B2

Reaction notes

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