反応 #1509597

ord-a15aac5b07ea49c6bd015a4ccf3331e2

反応方程式

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

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with EtOAc
  2. 2
    その他The organic layer was separated
  3. 3
    その他dried
  4. 4
    濃縮concentrated in vacuum

実験手順

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)

出典

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