Sodium Hydroxide → N-(4,6-bis-propylamino-[1,3,5]triazin-2-yl)-O-isopropyl-N-methyl-hydroxylamine

温度

100 °C

A mixture of 2-chloro-N-(4,6-bis-(n-propylamino)-[1,3,5]triazine (XXXIV) (1.65 g, 16.61 mmol), O-isopropyl-N-methyl-hydroxylamine hydrochloride (LXIII, 2.09 g, 16.61 mmol) and NaOH (0.66 g, 16.61 mmol) in 1,4-dioxane (50 mL) and water (5 mL) was heated at 100° C. for 16 h. The volatiles were then removed under reduced pressure. Saturated NaHCO3 solution (50 mL) was added to the residue and the mixture was extracted with EtOAc (3×50 mL). The combined organic extracts were washed with water (50 mL), brine (50 mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the crude product was purified by flash column chromatography using gradient elution from CH2Cl2/EtOH (99:1) to CH2Cl2/EtOH (95:5) to yield N-(4,6-bis-n-propylamino-[1,3,5]triazin-2-yl)-O-isopropyl-N-methyl-hydroxylamine (LXIV, 1.93 g, 95%). ESI-MS (m/z): 283 [M+H]+.

1. customThe volatiles were then removed under reduced pressure
2. additionSaturated NaHCO3 solution (50 mL) was added to the residue
3. extractionthe mixture was extracted with EtOAc (3×50 mL)
4. washThe combined organic extracts were washed with water (50 mL), brine (50 mL)
5. dry with materialdried over Na2SO4
6. customThe solvent was removed under reduced pressure
7. customthe crude product was purified by flash column chromatography
8. washelution from CH2Cl2/EtOH (99:1) to CH2Cl2/EtOH (95:5)

ORDレコード

ord-77315c72aa89480aae02cc78f1a3722a

出典データセット

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09162992B2