Reaction #161117

ord-c3c0b43630de4ff99b8c0cc7f36344df

Reaction equation

O=[N+]([O-])c1ccc2cc[nH]c2c1
6-nitroindole
IC1CCCC1
iodo-cyclopentane
→
Nc1ccc2c(C3CCCC3)c[nH]c2c1
3-Cyclopentyl-1H-indol-6-ylamine

Reactants

O=[N+]([O-])c1ccc2cc[nH]c2c1
6-nitroindole
IC1CCCC1
iodo-cyclopentane

Reagents

None

Solvents

CC#N
CH3CN

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherOverall yield (16%)

Procedure

3-Cyclopentyl-1H-indol-6-ylamine (B-15) was synthesized following the general scheme above starting from 6-nitroindole and iodo-cyclopentane. Overall yield (16%). HPLC ret. time 2.39 min, 10-99% CH3CN, 5 min run; ESI-MS 201.5 m/z (MH+).

Source

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