HCID 90928151, compound → HCID 20583396, compound

HRID 411544Notes

Reaction equation

HRID 411544 reaction equation
[C:1]([O:5][C:6]([N:8]([CH3:40])[CH:9]1[CH:14]2[CH2:15][CH2:16][CH:10]1[CH2:11][N:12]([CH2:17][C@H:18]([NH:29]C(=O)OCC1C=CC=CC=1)[CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=1)[CH2:13]2)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[NH2:29][C@H:18]([CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=1)[CH2:17][N:12]1[CH2:11][CH:10]2[CH:9]([N:8]([CH3:40])[C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:4])[CH3:3])[CH:14]([CH2:15][CH2:16]2)[CH2:13]1

Participants

4

Reactant 1

HCID 90928151HCID 90928151, compound

Product 1

HCID 20583396HCID 20583396, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Benzyl (1S)-2-{8-[(tert-butoxycarbonyl)(methyl)amino]-3-azabicyclo[3.2.1]oct-3-yl}-1-[(4-cyanophenoxy)methyl]ethylcarbamate (see step (vi) above; 1.8 g, 3.3 mmol) was dissolved in ethanol (50 mL of 95%). The solution was hydrogenated over 5% Pd/C for 1 h, after which the mixture was filtered through Celite®. The filtrate was concentrated in vacuo to give 1.3 g (95%) of the sub-title compound.

Workup

  1. filtrationafter which the mixture was filtered through Celite®
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-8715e453f57e41e3ac41f40407bb2c1d
Source dataset
uspto-grants-2003_05
Patent number
US06559162B2

Reaction notes

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