Cyclopropanecarboximidamide hydrochloride → 2-Cyclopropylpyrimidin-4-ol

Sodium (1Z)-3-ethoxy-3-oxoprop-1-en-1-olate (6.60 g, 47.8 mmol) was dissolved in water (1.5 mL) and in a second flask cyclopropanecarboximidamide hydrochloride (3 g, 24.88 mmol) was dissolved in water (2 mL) and the contents of the second flask were added to the first flask. The reaction was allowed to stir for 72 hours. The reaction was then transferred to a separatory funnel and extracted with chloroform and a small amount of methanol. The water layer was extracted again and the combined organic layers were dried over magnesium sulfate, filtered and concentrated to a pale yellow solid. Diethyl ether was then added to precipitate product. The mixture was filtered and the solid was collected and dried to give the title compound.

1. additionthe contents of the second flask were added to the first flask
2. customThe reaction was then transferred to a separatory funnel
3. extractionextracted with chloroform
4. extractionThe water layer was extracted again
5. dry with materialthe combined organic layers were dried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated to a pale yellow solid
8. additionDiethyl ether was then added
9. customto precipitate product
10. filtrationThe mixture was filtered
11. customthe solid was collected
12. customdried

ORD record

ord-708040ad3ea242c584d8d16a9ff0b2e5

Source dataset

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08367706B2