Chloroform → HCID 86753046, compound

430 mg (2.0 mmol) of compound 001C, which had been prepared in Step C, was dissolved in 4 ml of acetonitrile. To the resultant solution were added 0.92 ml (10.0 mmol) of 4-amino-1-buthanol and 550 mg (4.0 mmol) of potassium carbonate and then, the resultant mixture was stirred at 80° C. for 8 hours to effect a reaction. To the resultant reaction mixture was added 20 ml of chloroform to obtain a mixture. The obtained mixture was successively washed with 20 ml of a saturated aqueous sodium hydrogencarbonate solution, 20 ml of water and 20 ml of saturated saline, to thereby form a chloroform layer containing the desired compound 001D, followed by separation of the chloroform layer. The chloroform layer thus separated was dehydrated by means of a Whatman 1PS filter paper and then, concentrated in vacuo to thereby obtain a residue. The obtained residue was purified by silica gel column chromatography. That is, the residue was applied to a column of 10 g of silica gel (Art. 9385, manufactured and sold by E. Merck, Darmstadt, Germany) and eluted with a mixed solvent of chloroform-methanol-concentrated aqueous ammonia (10:1:0.1), to thereby obtain 300 mg of compound 001D as a light yellow oily substance (yield: 67 %).

1. customa reaction
2. customTo the resultant reaction mixture
3. customto obtain a mixture
4. washThe obtained mixture was successively washed with 20 ml of a saturated aqueous sodium hydrogencarbonate solution, 20 ml of water and 20 ml of saturated saline
5. customto thereby form a chloroform layer
6. customfollowed by separation of the chloroform layer
7. customThe chloroform layer thus separated
8. filtrationfilter paper
9. concentrationconcentrated in vacuo
10. customto thereby obtain a residue
11. customThe obtained residue was purified by silica gel column chromatography
12. washeluted with a mixed solvent of chloroform-methanol-concentrated aqueous ammonia (10:1:0.1)

ORD record

ord-fb4ddb9439a7432cad2265d25f7b7c47

Source dataset

uspto-grants-1998_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05798382