Ethanol → Ethyl 2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate
Reaction equation
Cl.C(O[C:5](=[NH:12])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])C.C([N:16]([CH2:20][CH3:21])C(C)C)(C)C.[NH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1.[CH2:28]([OH:30])C>>[CH2:10]([O:9][C:7](=[O:8])[CH2:6][C:5]1[NH:12][C:28](=[O:30])[CH:21]=[C:20]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[N:16]=1)[CH3:11]Participants
5
Conditions
- Temperature
- 95 °C
Procedure
168.5 ml of ethyl 3-ethoxy-3-iminopropanoate hydrochloride, and then 155 ml of N,N-diisopropylethylamine in 200 ml of ethanol are added to a solution of 25 g of morpholine in 400 ml of ethanol heated to 95° C. The reaction mixture is heated at 95° C. for 30 hours and then allowed to return to ambient temperature. The precipitate formed is filtered off through sintered glass and then washed with 100 ml of ethanol, twice 500 ml of water and, finally 500 ml of ethyl ether. The solid is dried under vacuum so as to give 35 g of ethyl[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate in the form of a white solid the characteristics of which are the following:
Workup
- temperatureThe reaction mixture is heated at 95° C. for 30 hours
- customto return to ambient temperature
- customThe precipitate formed
- filtrationis filtered off through sintered glass
- washwashed with 100 ml of ethanol, twice 500 ml of water and, finally 500 ml of ethyl ether
- customThe solid is dried under vacuum so as
Sources & evidence
- ORD record
- ord-2769d7b485eb4fcd990f333ea6f25d98
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08507483B2
Reaction notes
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