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

HRID 507551Notes

Reaction equation

HRID 507551 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-53cfaab6984e42dbbd51ca1cde4f7407
Source dataset
uspto-grants-2010_08
Patent number
US07786132B2

Reaction notes

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