HCID 178476299, compound → HCID 178476298, compound

HRID 1486218Notes

Reaction equation

HRID 1486218 reaction equation
[C:1]([O:4][CH2:5][CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([CH:13]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:14][CH2:15][N:16]=[N+]=[N-])[CH2:9][CH2:8]1)(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([O:4][CH2:5][CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([CH:13]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:14][CH2:15][NH2:16])[CH2:9][CH2:8]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 178476299HCID 178476299, compound

Product 1

HCID 178476298HCID 178476298, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of the azide from Step 15(0.72 g, 1.95 mmol) and 10% Pd/C (0.1 g) in MeOH (20 mL) was hydrogenated via a H2 balloon at rt for 18 h. Filtration and evaporation to dryness afforded the amine in a quantitative yield. LC/MS: 343.1 (MH)+.

Workup

  1. filtrationFiltration and evaporation to dryness

Sources & evidence

ORD record
ord-e4779ef87eb847bdb6abc99e8b4d2a14
Source dataset
uspto-grants-2016_08
Patent number
US09422314B2

Reaction notes

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