Ethyl isocyanatoacetate → HCID 58816583, compound

HRID 2354069Notes

Reaction equation

HRID 2354069 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=1.C([O:11][C:12](=[O:17])[CH2:13][N:14]=[C:15]=[O:16])C>C1COCC1>[CH3:1][C:2]1[CH:7]=[C:6]([NH:8][C:15](=[O:16])[NH:14][CH2:13][C:12]([OH:17])=[O:11])[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 76283Ethyl isocyanatoacetateHCID 7286704-Amino-2-methylpyridine

Product 1

HCID 58816583HCID 58816583, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Methyl-pyridin-4-ylamine (1.08 g, 10 mmol) is dissolved in dry THF (30 mL) and isocyanatoacetic acid ethyl ester (1.29 g, 10 mmol) is added. The mixture is stirred at r.t. for 15 h. The mixture is evaporated and 6N aq. HCl (20 mL) is added. The mixture is stirred at 50° C. for 6 h, evaporated and the residue purified by reversed phase MPLC to provide the title compound.

Workup

  1. customThe mixture is evaporated
  2. addition6N aq. HCl (20 mL) is added
  3. stirringThe mixture is stirred at 50° C. for 6 h
  4. customevaporated
  5. customthe residue purified by reversed phase MPLC

Sources & evidence

ORD record
ord-11cb0e6b70fb4360a01fd027a8f63198
Source dataset
uspto-grants-2010_07
Patent number
US07750161B2

Reaction notes

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