Triethylamine → 1-(2-(4-(5-(Morpholinosulfonyl)thiophen-2-yl)pyrimidin-2-ylamino)ethyl)imidazolidin-2-one

HRID 2267326Notes

Reaction equation

HRID 2267326 reaction equation
CS([C:5]1[N:10]=[C:9]([C:11]2[S:12][C:13]([S:16]([N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)(=[O:18])=[O:17])=[CH:14][CH:15]=2)[CH:8]=[CH:7][N:6]=1)(=O)=O.[NH2:25][CH2:26][CH2:27][N:28]1[CH2:32][CH2:31][NH:30][C:29]1=[O:33].C(N(CC)CC)C>C1(C)C=CC=CC=1>[O:22]1[CH2:23][CH2:24][N:19]([S:16]([C:13]2[S:12][C:11]([C:9]3[CH:8]=[CH:7][N:6]=[C:5]([NH:25][CH2:26][CH2:27][N:28]4[CH2:32][CH2:31][NH:30][C:29]4=[O:33])[N:10]=3)=[CH:15][CH:14]=2)(=[O:18])=[O:17])[CH2:20][CH2:21]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 80480N-(2-Aminoethyl)ethyleneureaHCID 602043782-(Methylsulfonyl)-4-(5-(morpholinosulfonyl)thiophen-2-yl)pyrimidine

Product 1

HCID 602043771-(2-(4-(5-(Morpholinosulfonyl)thiophen-2-yl)pyrimidin-2-ylamino)ethyl)imidazolidin-2-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2-(methylsulfonyl)-4-(5-(morpholinosulfonyl)thiophen-2-yl)pyrimidine (100 mg, 0.26 mmol), 1-(2-aminoethyl)imidazolidin-2-one (36 mg, 0.28 mmol) and triethylamine (56 mg, 0.52 mmol) in toluene (3 mL) was refluxed for 6 h. After cooling to rt, the solvent was evaporated in vacuo and then methanol (5 mL) was added. After stirring for 15 min the solid was filtered and dried to give the title compound with a light yellow color (81 mg, 72%). MS (M+H)+ 439.

Workup

  1. temperaturewas refluxed for 6 h
  2. customthe solvent was evaporated in vacuo
  3. additionmethanol (5 mL) was added
  4. filtrationwas filtered
  5. customdried

Sources & evidence

ORD record
ord-57d84a6e0719415b807695388ef3f299
Source dataset
uspto-grants-2010_12
Patent number
US07858785B2

Reaction notes

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