Reaktion #169435

ord-2c94fdeb27714705b957ca8d9de3bb7e

Reaktionsgleichung

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
Ausbeute 79.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846698B2uspto-grants-2014_09