반응 #80220

ord-d0dd16b5d71f4597a2cc1898d10c0251

반응 방정식

O=C(O)c1cnc2cc(NC(=O)c3ccccc3-c3ccc(C(F)(F)F)cc3)ccc2c1
7-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid
CCN(CC)CC
triethylamine
CCN=C=NCCCN(C)C.Cl
1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride
On1nnc2ccccc21
1-hydroxybenzotriazole
NCC1CC1
cyclopropylmethylamine
O=C(NCC1CC1)c1cnc2cc(NC(=O)c3ccccc3-c3ccc(C(F)(F)F)cc3)ccc2c1
title compound
수율 89.7%
O=C(NCC1CC1)c1cnc2cc(NC(=O)c3ccccc3-c3ccc(C(F)(F)F)cc3)ccc2c1
7-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid cyclopropylmethyl-amide
수율 89.7%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    세척the organic phase washed sequentially with water, and brine
  2. 2
    건조dried over anhydrous magnesium sulfate
  3. 3
    여과filtered
  4. 4
    농축concentrated under vacuum

실험 절차

7-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid (100 mg, 0.23 mmol) was combined with cyclopropylmethylamine (29 mg, 0.27 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (53 mg, 0.27 mmol), 1-hydroxybenzotriazole (34 mg, 0.25 mmol), and triethylamine (0.13 ml, 0.92 mmol) in 1.5 ml of dichloromethane. After stirring overnight at ambient temperature, the reaction mixture was diluted with 50 ml of dichloromethane, and the organic phase washed sequentially with water, and brine, and then dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum to afford 101 mg of the title compound as a colorless solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06713489B2uspto-grants-2004_03