Ethanol → 6-chloro-N-methylpyrimidin-4-amine

This material was prepared by a modified procedure published in the literature (J. Appl. Chem. 1955, 5, 358): To a suspension of commercially available 4,6-dichloropyrimidine (20 g, 131.6 mmol, 1.0 eq.) in isopropanol (60 ml) is added 33% methylamine in ethanol (40.1 ml, 328.9 mmol, 2.5 eq.) at such a rate that the internal temperature does not rise above 50° C. After completion of the addition the reaction mixture was stirred for 1 h at room temperature. Then, water (50 ml) is added and the suspension formed is chilled in an ice bath to 5° C. The precipitated product is filtered off, washed with cold isopropanol/water 2:1 (45 ml) and water. The collected material is vacuum dried over night at 45° C. to afford the title compound as colorless powder: tR=3.57 min (purity: >99%, gradient A), ESI-MS: 144.3/146.2 [MH]+.

1. customThis material was prepared by a modified procedure
2. customdoes not rise above 50° C
3. additionAfter completion of the addition the reaction mixture
4. customthe suspension formed
5. temperatureis chilled in an ice bath to 5° C
6. filtrationThe precipitated product is filtered off
7. washwashed with cold isopropanol/water 2:1 (45 ml) and water
8. customdried over night at 45° C.

ORD record

ord-c305227401094963bc5ca0f8a96825ee

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09067896B2