Potassium Carbonate → 1-(3-(Imidazo[1,2-b]pyridazin-2-yl)benzyl)-3-(2-morpholinoethyl)urea

HRID 251809Notes

Reaction equation

[N:1]1[C:2]([C:10]2[CH:11]=[C:12]([CH2:16][NH2:17])[CH:13]=[CH:14][CH:15]=2)=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[N:5]2.C([O-])([O-])=O.[K+].[K+].C1N=CN([C:29]([N:31]2[CH:35]=[N:34][CH:33]=[CH:32]2)=[O:30])C=1.[O:36]1[CH2:41]CN(CCN)[CH2:38][CH2:37]1>C1(C)C=CC=CC=1.CN(C1C=CN=CC=1)C>[N:1]1[C:2]([C:10]2[CH:11]=[C:12]([CH:13]=[CH:14][CH:15]=2)[CH2:16][NH:17][C:29]([NH:31][CH2:32][CH2:33][N:34]2[CH2:35][CH2:41][O:36][CH2:37][CH2:38]2)=[O:30])=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[N:5]2

Participants

Conditions

Temperature: 60 °C

Procedure

0.2 mmol (3-(imidazo[1,2-b]pyridazin-2-yl)phenyl)methanamine and 1 mmol K2CO3 in dry Toluene were stirred for 30 min at 30° C., added with CDI (0.2 mmol), and kept to stir for 2 h. Then 0.2 mmol 2-morpholinoethanamine and DMAP (cat.) were added and the solution was heated to 60° C. for 2 h. The reaction was concentrated in vacuo and the residue was purified by column chromatography on silica gel to give the 1-(3-(imidazo[1,2-b]pyridazin-2-yl)benzyl)-3-(2-morpholinoethyl)urea.

Workup

concentrationThe reaction was concentrated in vacuo
customthe residue was purified by column chromatography on silica gel

Sources & evidence

ORD record: ord-79602e0ce6044303b938308c5a21a875
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07868001B2

Reaction notes

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