تفاعل #327980

ord-8e15ba4e94764231a73f3a5ba168eef4

معادلة التفاعل

O
water
O=C(O)c1n[nH]c2ccccc12
1H-Indazole-3-carboxylic acid
O=C(c1ncc[nH]1)c1ncc[nH]1
carbonyl diimidazole
CNC.Cl
dimethylamine hydrochloride
CN(C)C(=O)c1n[nH]c2ccccc12
title compound
CN(C)C(=O)c1n[nH]c2ccccc12
N,N-dimethyl-1H-indazole-3-carboxamide

المذيبات

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصthe aqueous phase was extracted with ethyl acetate (3×150 mL)
  2. 2
    غسيلThe combined organic phases were washed sequentially with aqueous sodium bicarbonate, 10% hydrochloric acid, water and brine
  3. 3
    تجفيفAfter drying over magnesium sulfate
  4. 4
    ترشيحfiltering
  5. 5
    تركيزconcentrating in vacuo

الإجراء التجريبي

1H-Indazole-3-carboxylic acid (5.0 g, 30.8 mmol) and carbonyl diimidazole (5.0 g, 33.9 mmol) were dissolved in N,N-dimethylformamide (150 mL) and heated to 60° C. After 2 hours, dimethylamine hydrochloride (4.0 g, 33.9) was added, and the reaction was stirred for an additional hour at 60° C. The reaction was poured into water, and the aqueous phase was extracted with ethyl acetate (3×150 mL). The combined organic phases were washed sequentially with aqueous sodium bicarbonate, 10% hydrochloric acid, water and brine. After drying over magnesium sulfate, filtering and concentrating in vacuo, the title compound was obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08648069B2uspto-grants-2014_02