تفاعل #992766

ord-e27d1b98bb0a4eb38288da2f7db8375f

معادلة التفاعل

Nc1c(Br)cc(N2CCOCC2)cc1C(F)(F)F
2-Bromo-4-morpholin-4-yl-6-trifluoromethyl-phenylamine
O=C(Cl)Cc1ccc(F)cc1
4-fluorophenylacetyl chloride
O
Water
O=C(Cc1ccc(F)cc1)Nc1c(Br)cc(N2CCOCC2)cc1C(F)(F)F
title compound
المردود 9.0%
O=C(Cc1ccc(F)cc1)Nc1c(Br)cc(N2CCOCC2)cc1C(F)(F)F
N-(2-Bromo-4-morpholin-4-yl-6-trifluoromethyl-phenyl)-2-(4-fluoro-phenyl)-acetamide
المردود 9.0%

المذيبات

ظروف التفاعل

درجة الحرارة
150°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصthe product was extracted with ethyl acetate (3×25 mL)
  2. 2
    غسيلThe organic phases were washed with brine (50 mL)
  3. 3
    تجفيفdried over magnesium sulfate
  4. 4
    تركيزconcentrated in vacuo
  5. 5
    أخرىThe crude product was purified by flash chromatography

الإجراء التجريبي

2-Bromo-4-morpholin-4-yl-6-trifluoromethyl-phenylamine (0.236 g) and 4-fluorophenylacetyl chloride (0.105 mL) were dissolved in acetonitrile (5 mL) and heated to 150° C. for 10 minutes in a sealed microwave process vial. Water (25 mL) was added and the product was extracted with ethyl acetate (3×25 mL). The organic phases were washed with brine (50 mL), dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by flash chromatography to furnish 0.027 g (9%) of the title compound as an off-white solid. LC-MS (m/z) 462 (MH+); tR=2.84, (UV, ELSD) 96%, 100%. 1H NMR (500 MHz, DMSO-d6): 3.23 (m, 4H), 3.62 (s, 2H), 3.72 (m, 4H), 7.14 (dd, 2H), 7.19 (d, 1H), 7.35 (dd, 2H), 7.46 (d, 1H), 9.78 (s, 1H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08012962B2uspto-grants-2011_09