Water → 1-{3-[5-(2-morpholin-4-ylethoxy)pyrimidin-2-yl]benzyl}-1H-benzotriazole

HRID 2088416Notes

Reaction equation

[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.Cl.Cl[CH2:12][C:13]1[CH:14]=[C:15]([C:19]2[N:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][N:28]3[CH2:33][CH2:32][O:31][CH2:30][CH2:29]3)=[CH:21][N:20]=2)[CH:16]=[CH:17][CH:18]=1.C(=O)([O-])O.[Na+].O>C(#N)C>[N:28]1([CH2:27][CH2:26][O:25][C:22]2[CH:23]=[N:24][C:19]([C:15]3[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=3)[CH2:12][N:1]3[C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[N:3]=[N:2]3)=[N:20][CH:21]=2)[CH2:29][CH2:30][O:31][CH2:32][CH2:33]1

Participants

Conditions

Temperature: 90 °C

Procedure

49 mg (0.41 mmol) of 1H-benzotriazole, 150 mg (0.41 mmol) of 4-{2-[2-(3-chloromethylphenyl)pyrimidin-5-yloxy]ethyl}morpholine hydrochloride and 136 mg (1.62 mmol) of sodium hydrogencarbonate are suspended in 4 ml of acetonitrile and stirred at 90° C. for 18. Water is added to the reaction mixture, which is then extracted with ethyl acetate. The organic phase is dried over sodium sulfate, evaporated and purified by means of column chromatography on silica gel.

Workup

extractionis then extracted with ethyl acetate
dry with materialThe organic phase is dried over sodium sulfate
customevaporated
custompurified by means of column chromatography on silica gel

Sources & evidence

ORD record: ord-322349e51c6540eeab3b66a35f6ff41f
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08435986B2

Reaction notes

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