Reaction #161115

ord-5b27bc63620d479a947d79e166e5c934

Reaction equation

O=[N+]([O-])c1ccc2cc[nH]c2c1
6-nitroindole
CC(C)I
isopropyl iodide
→
CC(C)c1c[nH]c2cc(N)ccc12
3-Isopropyl-1H-indol-6-ylamine

Reactants

O=[N+]([O-])c1ccc2cc[nH]c2c1
6-nitroindole
CC(C)I
isopropyl iodide

Reagents

None

Solvents

CC#N
CH3CN

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherOverall yield (17%)

Procedure

3-Isopropyl-1H-indol-6-ylamine (B-13) was synthesized following the general scheme above starting from 6-nitroindole and isopropyl iodide. Overall yield (17%). HPLC ret. time 2.06 min, 10-99% CH3CN, 5 min run; ESI-MS 175.2 m/z (MH+).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08829204B2uspto-grants-2014_09