Bis(2-chloroethyl) ether → HCID 86723153, compound

HRID 868863Notes

Reaction equation

HRID 868863 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[I:11].[Cl:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17]Cl>>[Cl:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][N:7]1[C:8]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=2)[C:5]([I:11])=[N:6]1

Participants

3

Reactant 2

HCID 8115Bis(2-chloroethyl) etherHCID 178477912HCID 178477912, compound

Product 1

HCID 86723153HCID 86723153, compoundYield 54%

Procedure

The title compound was prepared from 5-chloro-3-iodo-indazole and bis(2-chloroethyl)ether in 54% yield according to the general procedure for Preparation 11A. The minor isomer was not isolated or characterized. 1H NMR (400 MHz, CDCl3): δ 3.47 (2H, t, J=5.2 Hz), 3.60 (2H, t, J=5.2 Hz), 3.92 (2H, t, J=5.2 Hz), 4.56 (2H, t, J=5.2 Hz), 7.37 (1H, dd, J=2.0, 9.2 Hz), 7.44-7.46 (2H, m).

Workup

  1. customThe minor isomer was not isolated

Sources & evidence

ORD record
ord-8d2e47ab015e453d9c9a00ac40d73a94
Source dataset
uspto-grants-2015_03
Patent number
US08969343B2

Reaction notes

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