HCID 22235542, compound → HCID 22235347, compound

HRID 1743731Notes

Reaction equation

HRID 1743731 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:29][CH2:30][O:31][C:32]1[CH:37]=[CH:36][C:35]([C:38]#[N:39])=[CH:34][CH:33]=1)[CH2:10][N:11]1[CH:16]2[CH2:17][CH2:18][CH:12]1[CH2:13][N:14](C(OCC1C=CC=CC=1)=O)[CH2:15]2)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:38]([C:35]1[CH:34]=[CH:33][C:32]([O:31][CH2:30][CH2:29][CH:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:10][N:11]2[CH:12]3[CH2:18][CH2:17][CH:16]2[CH2:15][NH:14][CH2:13]3)=[CH:37][CH:36]=1)#[N:39]

Participants

4

Reactant 1

HCID 22235542HCID 22235542, compound

Product 1

HCID 22235347HCID 22235347, compoundYield 97.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of benzyl 8-[2-[(tert-butoxycarbonyl)amino]-4-(4-cyanophenoxy)butyl]-3,8-diazabicyclo[3.2.1]octane-3-carboxylate (1 g, 1.8 mmol; from step (i) above) in 95% ethanol (200 mL) was hydrogenated over 5% Pd/C at 1 atm. for 1.5 h. The mixture was filtered through a pad of Celite® and the filtrate was evaporated to give 0.7 g (97%) of the title compound.

Workup

  1. filtrationThe mixture was filtered through a pad of Celite®
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-9e7a920b472e4288a32f7fa6f6fc298e
Source dataset
uspto-grants-2006_03
Patent number
US07012074B2

Reaction notes

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