2-Bromobutane → 5-fluoro-3-iodo-1-(butan-2-yl)-1H-indazole

HRID 868855Notes

Reaction equation

HRID 868855 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].Br[CH:13]([CH2:15][CH3:16])[CH3:14]>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH:13]([CH2:15][CH3:16])[CH3:14])[N:6]=[C:5]2[I:11]

Participants

3

Reactant 2

HCID 65542-BromobutaneHCID 178505475HCID 178505475, compound

Product 1

HCID 867231455-fluoro-3-iodo-1-(butan-2-yl)-1H-indazoleYield 41%

Procedure

The title compound was prepared in 41% yield from 5-fluoro-3-iodo-indazole and 2-bromobutane according to the general procedure for Preparation 10A. The minor isomer was not isolated or characterized. 1H NMR (400 MHz, CDCl3): δ 0.79 (3H, t, J=7.2 Hz), 1.57 (3H, d, J=6.9 Hz), 1.88-1.95 (1H, m), 2.06-2.13 (1H, m), 4.48-4.55 (1H, m), 7.13 (1H, dd, J=2.1, 8.4 Hz), 7.20 (1H, dd, J=2.4, 9.0 Hz), 7.36 (1H, dd, J=3.9, 9.0 Hz).

Workup

  1. customThe minor isomer was not isolated

Sources & evidence

ORD record
ord-8d97a23d19484afc9deb87d7872077ed
Source dataset
uspto-grants-2015_03
Patent number
US08969343B2

Reaction notes

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