HCID 76577160, compound → HCID 57828218, compound

HRID 2036271Notes

Reaction equation

HRID 2036271 reaction equation
[C:1]([O:5][C:6](=[O:29])[NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([CH:22]=[CH:23][CH2:24][CH2:25][N:26]=[N+]=[N-])=[CH:14][CH:13]=1)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:29])[NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([CH2:22][CH2:23][CH2:24][CH2:25][NH2:26])=[CH:14][CH:13]=1)([CH3:2])([CH3:4])[CH3:3]

Participants

4

Reactant 1

HCID 76577160HCID 76577160, compound

Product 1

HCID 57828218HCID 57828218, compoundYield 89.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

{3-[4-(4-Azido-but-1-enyl)-naphthalen-1-yloxy]-propyl}-carbamic acid tert-butyl ester 3.5 g was hydrogenated in ethanol with 5% Pd/C (50% wet) for 2 h. Catalyst was removed, and the filtrate was concentrated to give 2.94 g of {3-[4-(4-Amino-butyl)-naphthalen-1-yloxy]-propyl}-carbamic acid tert-butyl ester.

Workup

  1. customCatalyst was removed
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-8f5249614845413d8146ee0b673702aa
Source dataset
uspto-grants-2013_11
Patent number
US08575176B2

Reaction notes

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