1-(1-Methyl(4-piperidyl))-6-nitroindoline → 1-(1-Methyl-4-piperidyl)-indoline-6-ylamine

HRID 238504Notes

Reaction equation

HRID 238504 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([N+:17]([O-])=O)[CH:15]=3)[CH2:10][CH2:9]2)[CH2:4][CH2:3]1>CO>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([NH2:17])[CH:15]=3)[CH2:10][CH2:9]2)[CH2:6][CH2:7]1

Participants

3

Reactant 1

HCID 187966231-(1-Methyl(4-piperidyl))-6-nitroindoline

Product 1

HCID 219595601-(1-Methyl-4-piperidyl)-indoline-6-ylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(1-Methyl(4-piperidyl))-6-nitroindoline (3 g, Step A) was dissolved in 100 mL MeOH, and the mixture was bubbled with N2 for 10 min. 10% Pd/C (200 mg) was added and the mixture was stirred under H2 overnight. The mixture was filtered through Celite® and concentrated in vacuo to afford a light yellow oil. MS: 232 (M+1). Calc'd. for C14H21N3—231.34.

Workup

  1. customthe mixture was bubbled with N2 for 10 min
  2. addition10% Pd/C (200 mg) was added
  3. filtrationThe mixture was filtered through Celite®
  4. concentrationconcentrated in vacuo
  5. customto afford a light yellow oil

Sources & evidence

ORD record
ord-26512768738e40039a550050eb535735
Source dataset
uspto-grants-2014_02
Patent number
US08642624B2

Reaction notes

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