Ethanol → HCID 117716014, compound

HRID 1751963Notes

Reaction equation

HRID 1751963 reaction equation
C[C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][C:9]2[CH2:8][CH:7]([NH:15][CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:6][CH2:5][C:4]=2[N:3]=1.[H][H].[CH3:26]CO>[Pd]>[CH3:26][N:15]([CH2:16][CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[CH:7]1[CH2:6][CH2:5][C:4]2[N:3]=[CH:2][C:11]([NH2:12])=[CH:10][C:9]=2[CH2:8]1

Participants

5

Reactant 3

HCID 702EthanolHCID 117701840HCID 117701840, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 117716014HCID 117716014, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A 100 mL flask, equipped with a magnetic stirbar, was charged with methyl-3-nitro-N-(2-phenylethyl)-5,6,7,8-tetrahydroquinolin-6-amine (0.71 g, 2.28 mmol), Pd/C (10% w/w, 0.15 g, 0.14 mmol), and EtOH (10 mL). The flask was capped with a balloon filled with hydrogen and the mixture was stirred at ambient temperature for 2 hours. The mixture was filtered over Celite (5 g) to remove the catalyst. The filtrate was concentrated to afford the title compound. The material was used in the next step without further purification.

Workup

  1. customA 100 mL flask, equipped with a magnetic stirbar
  2. customThe flask was capped with a balloon
  3. filtrationThe mixture was filtered over Celite (5 g)
  4. customto remove the catalyst
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-252260fdeaa74b15b70eb5bdca46b22a
Source dataset
uspto-grants-2015_10
Patent number
US09162983B2

Reaction notes

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