1,1,1-Trifluoro-3-iodopropane → 5-fluoro-3-iodo-1-(3,3,3-trifluoropropyl)-1H-indazole

HRID 868857Notes

Reaction equation

HRID 868857 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]([F:18])([F:17])[CH2:14][CH2:15]I>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:15][CH2:14][C:13]([F:18])([F:17])[F:12])[N:6]=[C:5]2[I:11]

Participants

3

Reactant 2

HCID 1561651,1,1-Trifluoro-3-iodopropaneHCID 178505475HCID 178505475, compound

Product 1

HCID 867231475-fluoro-3-iodo-1-(3,3,3-trifluoropropyl)-1H-indazoleYield 46%

Procedure

The title compound was prepared in 46% yield from 5-fluoro-3-iodo-indazole and 1,1,1-trifluoro-3-iodopropane according to the general procedure for Preparation 10A. The minor isomer was not isolated or characterized. 1H NMR (400 MHz, CDCl3): δ 2.75-2.83 (2H, m), 4.60 (2H, t, J=7.2 Hz), 7.14 (1H, dd, J=2.0, 8.0 Hz), 7.26 (1H, td, J=2.4, 9.2 Hz), 7.34 (1H, dd, J=4.0, 9.2 Hz).

Workup

  1. customThe minor isomer was not isolated

Sources & evidence

ORD record
ord-c893cd8f2c7241f2a2b49a12f2a69693
Source dataset
uspto-grants-2015_03
Patent number
US08969343B2

Reaction notes

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