4,4-Difluorocyclohexan-1-ol → 1-(4,4,-difluorocyclohexyl)-5-fluoro-3-iodo-1H-indazole

HRID 868881Notes

Reaction equation

HRID 868881 reaction equation
[F: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].[F:12][C:13]1([F:20])[CH2:18][CH2:17][CH:16](O)[CH2:15][CH2:14]1>>[F:12][C:13]1([F:20])[CH2:18][CH2:17][CH:16]([N:7]2[C:8]3[C:4](=[CH:3][C:2]([F:1])=[CH:10][CH:9]=3)[C:5]([I:11])=[N:6]2)[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 5463004,4-Difluorocyclohexan-1-olHCID 178505475HCID 178505475, compound

Product 1

HCID 902167141-(4,4,-difluorocyclohexyl)-5-fluoro-3-iodo-1H-indazoleYield 17%

Procedure

The title compound was prepared from 5-fluoro-3-iodo-indazole and 4,4-difluorocyclohexanol in 17% yield according to the general procedure for Preparation 31A. The minor isomer was not isolated or characterized. 1H NMR (400 MHz, CDCl3): δ 1.94-2.17 (4H, m), 2.34-2.52 (4H, m), 4.67-4.73 (1H, m), 7.02 (1H, dd, J=2.4, 8.4 Hz), 7.11 (1H, td, J=2.4, 9.2 Hz), 7.67 (1H, dd, J=4.0, 9.2 Hz).

Workup

  1. customThe minor isomer was not isolated

Sources & evidence

ORD record
ord-d1573d7447cd45218568d16a7b2f1d5c
Source dataset
uspto-grants-2015_03
Patent number
US08969343B2

Reaction notes

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