HCID 12235831, compound → 2-[2-(Piperidin-1-yl)ethyl]aniline

HRID 1287249Notes

Reaction equation

HRID 1287249 reaction equation
[CH:1]1[C:6]2[CH2:7][CH2:8][N:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]3=[N:11][C:5]=2[CH:4]=[CH:3][CH:2]=1.[H][H]>[Pt]=O.CO>[NH2:11][C:5]1[CH:4]=[CH:3][CH:2]=[CH:1][C:6]=1[CH2:7][CH2:8][N:9]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:10]1

Participants

5

Reactant 2

HCID 12235831HCID 12235831, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 195937232-[2-(Piperidin-1-yl)ethyl]anilineYield 105.7%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

Platinum oxide catalyst (1.0 g) is added to a solution of 11,12-dihydropyrido[2,1-b][1,3]benzodiazepine (20.0 g) in methanol (550 ml). Hydrogen gas (about 50 psig) is added and hydrogen uptake is completed in about 1 and 2 hours. The catalyst is filtered off, and the filtrate is concentrated to yield 22.0 g of material that crystallizes spontaneously, melting point 36°-38° C. Recrystallization from 150 ml of pentane yields 16.0 g of the title compound, melting point 39°-41° C.

Workup

  1. customis completed in about 1 and 2 hours
  2. filtrationThe catalyst is filtered off
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-668e8065c14d4d5d8e589d3912ecbf00
Source dataset
uspto-grants-1976_10
Patent number
US03984421

Reaction notes

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