Реакция #169435

ord-2c94fdeb27714705b957ca8d9de3bb7e

Уравнение реакции

Clc1ncnc2[nH]ccc12
4-chloro-7H-pyrrolo[2,3-d]pyrimidine
O=C1CCC(=O)N1I
N-iodosuccinimide
Clc1ncnc2[nH]cc(I)c12
4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine
Выход 79.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONAfter addition
  2. 2
    ФильтрацияThe solid was filtered
  3. 3
    Промывкаwashed with water (250 mL), MeOH (280 mL) and CH2Cl2 (280 mL) sequentially
  4. 4
    ДругоеThe solid was dried under vacuum

Методика

To a suspension of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (70.5 g, 0.45 mol) in DCM (1.8 L) was added N-iodosuccinimide (120 g, 0.54 mol) in portions. After addition, the mixture was stirred at room temperature overnight. The solid was filtered and washed with water (250 mL), MeOH (280 mL) and CH2Cl2 (280 mL) sequentially. The solid was dried under vacuum to afford 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine as a brown solid in 79% yield, 107 g.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08846698B2uspto-grants-2014_09