Morpholine → HCID 68848719, compound

HRID 1786119Notes

Reaction equation

[CH2:1]([C:5]1[CH:10]=[C:9](Cl)[N:8]=[C:7]([S:12][CH3:13])[N:6]=1)[CH2:2][CH:3]=[CH2:4].CCN(C(C)C)C(C)C.[NH:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>O1CCOCC1>[CH2:1]([C:5]1[N:6]=[C:7]([S:12][CH3:13])[N:8]=[C:9]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[CH:10]=1)[CH2:2][CH:3]=[CH2:4]

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of 4-(3-buten-1-yl)-6-chloro-2-(methylthio)-pyrimidine (26.66 mmol) and DIPEA (5.1 mL, 29.33 mmol) in 1,4-dioxane (100 mL) at room temperature was added morpholine (2.6 mL, 29.33 mmol). The reaction mixture was stirred and heated at 80° C. overnight. After the reaction was completed, the volatiles were removed by evaporation in vacuo. The residue was purified by column chromatography (hexane/EtOAc=8:1 to 4:1) to provide the title compound. MH+266.

Workup

customthe volatiles were removed by evaporation in vacuo
customThe residue was purified by column chromatography (hexane/EtOAc=8:1 to 4:1)

Sources & evidence

ORD record: ord-389325d3b2fe4aee8d5dab8b664fcda2
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07507726B2

Reaction notes

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