Carbon Tetrachloride → HCID 86094276, compound

HRID 2099575Notes

Reaction equation

HRID 2099575 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Br:16])[N:11]=2)O)[CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:37]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Br:16])[N:11]=2)[Cl:37])[N:7]=1

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 86602990HCID 86602990, compound

Product 1

HCID 86094276HCID 86094276, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the solution of bis(6-bromopyridin-2-yl)methanol (1.07 g, 3.11 mmol) in CCl4 (15 mL) and CH2Cl2(15 mL) was added triphenylphophine (1.14 g, 4.36 mmol) and stirred overnight. The mixture was concentrated and the residue was purified by silica gel chromatography (5-10% EtOAc in hexane) to give 2-bromo-6-[(6-bromopyridin-2-yl)(chloro)methyl]pyridine. LRMS m/z (M+H) Calcd: 362.5, found: 362.8.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by silica gel chromatography (5-10% EtOAc in hexane)

Sources & evidence

ORD record
ord-37e2a04cbf6b470f9085317cafb14837
Source dataset
uspto-grants-2009_08
Patent number
US07569589B2

Reaction notes

Loading…