تفاعل #1509597

ord-a15aac5b07ea49c6bd015a4ccf3331e2

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with EtOAc
  2. 2
    أخرىThe organic layer was separated
  3. 3
    أخرىdried
  4. 4
    تركيزconcentrated in vacuum

الإجراء التجريبي

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)

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE045323E1uspto-grants-2015_01