Hydrochloric Acid → 5-(Aminomethyl)indolin-2-one

HRID 44277Notes

Reaction equation

HRID 44277 reaction equation
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:11]#[N:12])[CH:8]=2)[NH:3]1.Cl.[H][H]>CO>[NH2:12][CH2:11][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[NH:3][C:2](=[O:1])[CH2:10]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 27733462-Oxo-2,3-dihydro-1H-indole-5-carbonitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 179825555-(Aminomethyl)indolin-2-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the compound obtained in Step B (35 mmoles) in MeOH (500 ml) is added to 6 ml of concentrated HCl. The reaction mixture is stirred for 3 days under 10 bars of hydrogen. After filtration over Celite, the filtrate is evaporated to dryness to yield the title product in the form of a white powder, which is used directly in the next reaction.

Workup

  1. filtrationAfter filtration over Celite
  2. customthe filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-f36035f27dc442fb898472ec95dcdb87
Source dataset
uspto-grants-2013_09
Patent number
US08541412B2

Reaction notes

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