1-Bromo-2-methylpropane → 5-fluoro-3-iodo-1-(2-methylpropyl)-1H-indazole
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[CH2:13][CH:14]([CH3:16])[CH3:15]>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:13][CH:14]([CH3:16])[CH3:15])[N:6]=[C:5]2[I:11]Participants
3
Procedure
The title compound was prepared in 70% yield from 5-fluoro-3-iodo-indazole and 1-bromo-2-methylpropane according to the general procedure for Preparation 10A. The minor isomer was not isolated or characterized. 1H NMR (400 MHz, CDCl3): δ 0.92 (6H, d, J=6.8 Hz), 2.30-2.37 (1H, m), 4.16 (2H, d, J=7.2 Hz), 7.11 (1H, dd, J=2.4, 8.8 Hz), 7.19 (1H, td, J=2.4, 8.8 Hz), 7.32 (1H, dd, J=4.0, 8.8 Hz).
Workup
- customThe minor isomer was not isolated
Sources & evidence
- ORD record
- ord-538e3a3b54d8401a8d5ff3c5a3b8c115
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08969343B2
Reaction notes
Loading…