Toluene → 1-(2-(5-Methyl-4-(thiophen-2-yl)pyrimidin-2-ylamino)ethyl)imidazolidin-2-one

HRID 2267428Notes

Reaction equation

[CH3:1][C:2]1[C:3]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)=[N:4][C:5](S(C)(=O)=O)=[N:6][CH:7]=1.[NH2:17][CH2:18][CH2:19][N:20]1[CH2:24][CH2:23][NH:22][C:21]1=[O:25].C1(C)C=CC=CC=1>ClCCl>[CH3:1][C:2]1[C:3]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)=[N:4][C:5]([NH:17][CH2:18][CH2:19][N:20]2[CH2:24][CH2:23][NH:22][C:21]2=[O:25])=[N:6][CH:7]=1

Participants

Conditions

Temperature: 200 °C

Procedure

5-Methyl-2-(methylsulfonyl)-4-(thiophen-2-yl)pyrimidine (0.1 g, 0.39 mmol) and 1-(2-aminoethyl)imidazolidin-2-one (0.06 g, 047 mmol) were added to a microwave tube along with toluene (1 mL). The tube was capped and heated to 200° C. for 10 min in a Personal Chemistry microwave. The mixture was diluted with dichloromethane and purified by flash chromatography using a gradient of 2 to 10% methanol in dichloromethane to obtain an off-white solid. Yield=0.03 g. MS (M+H)+ 304.

Workup

customThe tube was capped
custompurified by flash chromatography
customto obtain an off-white solid

Sources & evidence

ORD record: ord-e827f830b1ae4db687e3b81c24489970
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07858785B2

Reaction notes

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