反应 #1509597

ord-a15aac5b07ea49c6bd015a4ccf3331e2

反应方程式

CNC
dimethylamine
Cc1cc(C(=O)O)cc(Cl)n1
2-Chloro-6-methyl-isonicotinic acid
CCN(C(C)C)C(C)C
DIPEA
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
Cc1cc(C(=O)N(C)C)cc(Cl)n1
title compound
Cc1cc(C(=O)N(C)C)cc(Cl)n1
2-Chloro-6,N,N-trimethyl-isonicotinamide

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取extracted with EtOAc
  2. 2
    其他The organic layer was separated
  3. 3
    其他dried
  4. 4
    浓缩concentrated in vacuum

实验过程

To a solution of 2-Chloro-6-methyl-isonicotinic acid (1 g) in DMF (200 ml) at 25° C. was added DIPEA (2.9 mL) and TBTU (1.8 ml). After 5 min, dimethylamine (0.75 g) was added dropwise. This was stirred overnight. The reaction was added to water and extracted with EtOAc. The organic layer was separated, dried and concentrated in vacuum. Flash:chromatography (9:1 to 2:8 gradient cyclohexane:EtOAc) afforded the title compound (320 mg). Rf=0.56 (1:1 cyclohexane:EtOAc)

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE045323E1uspto-grants-2015_01