Potassium Carbonate → HCID 178516490, compound

HRID 1484976Notes

Reaction equation

HRID 1484976 reaction equation
[C:1]([N:5]=[C:6]([NH:12][C:13](=[O:15])[O-])[C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)(C)(C)[CH3:2].C(OCC)(=O)C#C.C([O-])([O-])=O.[K+].[K+]>CCO>[S:8]1[CH:9]=[CH:10][CH:11]=[C:7]1[C:6]1[N:12]=[C:13]([OH:15])[CH:2]=[CH:1][N:5]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12182Ethyl propiolateHCID 131736732HCID 131736732, compound

Product 1

HCID 178516490HCID 178516490, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of tert-butylimino(thiophen-2-yl)methylcarbamate (2 g, 12 mmol, 1.0 eq), ethyl propiolate (1.4 g, 13 mmol, 1.1 eq.) and K2CO3 (1.7 g, 12 mmol, 1.0 eq) in EtOH (60 mL) was stirred at 80° C. overnight. The solid was collected and washed with ether to provide 2-(thiophen-2-yl)pyrimidin-4-ol (1.1 g, 53%) for the next step. LC-MS (m/z)=179 [M+H]+

Workup

  1. customThe solid was collected
  2. washwashed with ether

Sources & evidence

ORD record
ord-24092993af994fe78607ddd961851a37
Source dataset
uspto-grants-2016_08
Patent number
US09422271B2

Reaction notes

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