Methoxyisopropylamine → 4-(2-chloro-4-pyridinyl)-N-(2-methoxy-1-methylethyl)-2-pyrimidinamine

HRID 913287Notes

Reaction equation

HRID 913287 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([Cl:14])[CH:9]=2)[CH:5]=[CH:4][N:3]=1.[CH3:15][O:16][CH2:17][CH:18]([NH2:20])[CH3:19]>>[Cl:14][C:10]1[CH:9]=[C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:20][CH:18]([CH3:19])[CH2:17][O:16][CH3:15])[N:7]=2)[CH:13]=[CH:12][N:11]=1

Participants

3

Reactant 2

HCID 123458MethoxyisopropylamineHCID 581026912-Chloro-4-(2-chloropyridin-4-yl)pyrimidine

Product 1

HCID 866467754-(2-chloro-4-pyridinyl)-N-(2-methoxy-1-methylethyl)-2-pyrimidinamine

Procedure

A solution of 2-chloro-4-(2-chloro-4-pyridinyl)pyrimidine (i.e., the product of Step A) (1.6 g, 7.0 mmol) in 1-methoxy-2-propylamine (5 mL) was stirred at reflux for 45 minutes. After cooling to room temperature, the mixture was purified using column chromatography on silica gel eluted with 40% ethyl acetate in hexanes to give 1.4 g of the title compound as a white solid.

Workup

  1. temperatureat reflux for 45 minutes
  2. customthe mixture was purified
  3. washeluted with 40% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-ade0375092dc4db4815c85419ae071f1
Source dataset
uspto-grants-2011_09
Patent number
US08026359B2

Reaction notes

Loading…