تفاعل #706991

ord-1343ab5d2cf04808bd99b320132fba4d

معادلة التفاعل

O=C([O-])[O-].[K+].[K+]
K2CO3
COc1ccccc1CCl
2-methoxybenzyl chloride
COc1ccc2ccc(S(=O)(=O)N[C@H]3CCN(Cc4cccc(C#N)c4)C3=O)cc2c1
7-methoxynaphtalene-2-sulfonic acid [1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl]amide
COc1ccc2ccc(S(=O)(=O)N(Cc3ccccc3OC)[C@H]3CCN(Cc4cccc(C#N)c4)C3=O)cc2c1
title compound
COc1ccc2ccc(S(=O)(=O)N(Cc3ccccc3OC)[C@H]3CCN(Cc4cccc(C#N)c4)C3=O)cc2c1
7-Methoxy-2-napthalenesulfonic acid [1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl]-(2-methoxybenzyl)amide

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلwashed with saturated NaHCO3, H2O and saturated NaCl
  2. 2
    تجفيفThe organic layer is dried over MgSO4
  3. 3
    ترشيحfiltered
  4. 4
    تركيزconcentrated
  5. 5
    أخرىThe crude product is purified by column chromatography
  6. 6
    غسيلeluting with 3% MeOH/CH2Cl2

الإجراء التجريبي

To a solution of 7-methoxynaphtalene-2-sulfonic acid [1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl]amide (0.12 g, 0.26 mmol), prepared as described in EXAMPLE 43, part A, in 20 mL of acetone is added K2CO3 (0.07 g, 0.53 mmol), 2-methoxybenzyl chloride (0.09 g, 0.28 mmol) and tetrabutylammonium iodide (0.02 g, 0.05 mmol). The resulting mixture is stirred for 48 hours, then diluted with CH2Cl2 and washed with saturated NaHCO3, H2O and saturated NaCl. The organic layer is dried over MgSO4, filtered, and concentrated. The crude product is purified by column chromatography eluting with 3% MeOH/CH2Cl2 to afford the title compound as a white foam.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05958918uspto-grants-1999_09