(2-Thienylmethyl)amine → HCID 68644759, compound

HRID 1158776Notes

Reaction equation

HRID 1158776 reaction equation
[C:1]1([C:7]2[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][N:10]=[C:9](S(C)(=O)=O)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:22]1[CH:26]=[CH:25][CH:24]=[C:23]1[CH2:27][NH2:28]>O1CCOCC1>[C:1]1([C:7]2[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][N:10]=[C:9]([NH:28][CH2:27][C:23]3[S:22][CH:26]=[CH:25][CH:24]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 34005(2-Thienylmethyl)amineHCID 68644361HCID 68644361, compound

Product 1

HCID 68644759HCID 68644759, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The mixture of ethyl 4-phenyl-2-methanesulphonylpyrimidine-5-carboxylate (2.30 g, 7.5 mmol), 2-thienylmethylamine (2.12 g, 18.75 mmol) and dioxane (30 ml) were stirred at room temperature for 16 hours, the solvent was removed in vacuum. To the residue ethanol (10 ml) was added, the resulting crystals were filtered off in vacuum, washed with ethanol (5 ml) to obtain 1.99 g (78%) of the title ester in the form of white crystals, m.p.: 123-124° C.; [M+H]+ 340

Workup

  1. customthe solvent was removed in vacuum
  2. additionTo the residue ethanol (10 ml) was added
  3. filtrationthe resulting crystals were filtered off in vacuum
  4. washwashed with ethanol (5 ml)

Sources & evidence

ORD record
ord-5fe059ca7220447480e02ec767c75a18
Source dataset
uspto-grants-2010_10
Patent number
US07812031B2

Reaction notes

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