Methylamine → HCID 178433281, compound

To 2.04 g of (4-methyl-1H-imidazol-5-yl)methanol hydrochloride was added 20 ml of acetonitrile, and 2.1 ml of triethylamine, 3.14 g of di-tert-butyl dicarbonate, and 0.17 g of DMAP were added thereto under ice-cooling, followed by stirring at room temperature. After concentrating the reaction solution under reduced pressure, ethyl acetate and water were added thereto to carry out a liquid separation operation, and the organic layer was washed with a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate, and then evaporated under reduced pressure. The obtained residue was reacted with N-hydroxyphthalimide in accordance with Production Example 14, reacted with methylamine in accordance with Production Example 9, and then subjected to deprotection of a Boc group in accordance with Production Example 26 to obtain 0.53 g of 5-[(aminooxy)methyl]-4-methyl-1H-imidazole dihydrochloride as a colorless solid.

1. additionwere added
2. temperatureunder ice-cooling
3. concentrationAfter concentrating the reaction solution under reduced pressure, ethyl acetate and water
4. additionwere added
5. customa liquid separation operation
6. washthe organic layer was washed with a saturated aqueous sodium chloride solution
7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
8. customevaporated under reduced pressure
9. customThe obtained residue was reacted with N-hydroxyphthalimide in accordance with Production Example 14

ORD record

ord-344ec5dd9d85462dbea73cd2cefea17e

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08486970B2