tert-Butyl (2-(1,8-naphthyridin-2-yl)ethyl)carbamate → tert-Butyl (2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)carbamate

HRID 1004254Notes

Reaction equation

HRID 1004254 reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[N:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd].CCO>[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][C:10]1[CH:19]=[CH:18][C:17]2[CH2:16][CH2:15][CH2:14][NH:13][C:12]=2[N:11]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 53952251tert-Butyl (2-(1,8-naphthyridin-2-yl)ethyl)carbamateHCID 178418361HCID 178418361, compound

Product 1

HCID 54085210tert-Butyl (2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)carbamate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 10-5 (5.0 g, 20.4 mmol), 10% Pd/C (2.5 g), and EtOH (200 mL) was stirred under a balloon of hydrogen for 15 h. The mixture was filtered, and the filtrate concentrated to give 10-6 as a yellow oil.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-bb7b1b943e2641dd9bafcde67ba18743
Source dataset
uspto-grants-2000_04
Patent number
US06048861

Reaction notes

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