HCID 67331840, compound → HCID 67331329, compound

HRID 1942540Notes

Reaction equation

HRID 1942540 reaction equation
C(OC([NH:11][CH2:12][CH2:13][N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([C:23]([N:25]([CH:39]([CH3:41])[CH3:40])[C@@H:26]3[CH2:31][CH2:30][CH2:29][N:28]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:27]3)=[O:24])[CH:21]=2)[C:16]([CH3:43])([CH3:42])[C:15]1=[O:44])=O)C1C=CC=CC=1>[Pd].CO>[NH2:11][CH2:12][CH2:13][N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([C:23]([N:25]([CH:39]([CH3:40])[CH3:41])[C@@H:26]3[CH2:31][CH2:30][CH2:29][N:28]([C:32]([O:34][C:35]([CH3:36])([CH3:37])[CH3:38])=[O:33])[CH2:27]3)=[O:24])[CH:21]=2)[C:16]([CH3:42])([CH3:43])[C:15]1=[O:44]

Participants

4

Reactant 1

HCID 67331840HCID 67331840, compound

Product 1

HCID 67331329HCID 67331329, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To tert-butyl (3R)-3-[{[1-(2-{[(benzyloxy)carbonyl]amino}ethyl)-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-6-yl]carbonyl}(isopropyl)amino]piperidine-1-carboxylate (800 mg) were added 10% Pd/C (400 mg) and methanol (30 ml), and the mixture was stirred at room temperature under hydrogen atmosphere for 2 hours. After the reaction was complete, the mixture was filtered and concentrated. The obtained residue (600 mg) was used in the subsequent reaction without further treatment.

Workup

  1. filtrationthe mixture was filtered
  2. concentrationconcentrated
  3. customThe obtained residue (600 mg) was used in the subsequent reaction without further treatment

Sources & evidence

ORD record
ord-1eea3e9fd3e24ab995cfc9334c1ddaae
Source dataset
uspto-grants-2013_03
Patent number
US08389511B2

Reaction notes

Loading…