Pyridine → HCID 23449912, compound

HRID 1838860Notes

Reaction equation

HRID 1838860 reaction equation
C[O:2][C:3](=O)[CH:4]([C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)[C:5]([C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH3:14])[N:8]=1)=O.Cl.[NH2:24][NH:25]C(N)=O.N1C=CC=CC=1>CO>[F:21][C:18]1[CH:19]=[CH:20][C:15]([C:4]2[C:3](=[O:2])[NH:24][NH:25][C:5]=2[C:7]2[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH3:14])[N:8]=2)=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 11236Semicarbazide hydrochlorideHCID 129914032-(4-Fluorophenyl)-3-(2-methylsulfanyl-pyrimidin-4-yl)-3-oxo-propionic acid methyl ester

Product 1

HCID 23449912HCID 23449912, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-(4-fluorophenyl)-3-(2-methylsulfanyl-pyrimidin-4-yl)-3-oxo-propionic acid methyl ester, 3, (1 g, 3.7 mmol), semicarbazide HCl (0.653 g, 5.8 mmol) and pyridine (10 mL) is heated at 90° C. for 12 hours. The solution is then concentrated in vacuo to afford a semi-solid residue which is taken up in methanol and the resulting solid removed by filtration. The filtrate is concentrated in vacuo to afford the desired compound as a white solid, which is used without further purification.

Workup

  1. concentrationThe solution is then concentrated in vacuo
  2. customto afford a semi-solid residue which
  3. customthe resulting solid removed by filtration
  4. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-11bbd6c76ce84ca19f7f77a232309d05
Source dataset
uspto-grants-2004_01
Patent number
US06677337B2

Reaction notes

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