HCID 86691446, compound → HCID 86691447, compound

HRID 540341Notes

Reaction equation

HRID 540341 reaction equation
[CH3:1][C:2]1([CH3:37])[N:6]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@@H:5](/[CH:14]=[CH:15]/[C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[C:18]([N:26]3[CH2:32][CH2:31][CH2:30][C:29]4[CH:33]=[CH:34][CH:35]=[CH:36][C:28]=4[CH2:27]3)[CH:17]=2)[CH2:4][O:3]1>[OH-].[Pd+2].[OH-].C(O)C>[CH3:1][C:2]1([CH3:37])[N:6]([C:7]([O:9][C:10]([CH3:11])([CH3:12])[CH3:13])=[O:8])[C@@H:5]([CH2:14][CH2:15][C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[C:18]([N:26]3[CH2:32][CH2:31][CH2:30][C:29]4[CH:33]=[CH:34][CH:35]=[CH:36][C:28]=4[CH2:27]3)[CH:17]=2)[CH2:4][O:3]1

Participants

4

Reactant 1

HCID 86691446HCID 86691446, compound

Product 1

HCID 86691447HCID 86691447, compoundYield 89.2%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

The mixture of tert-butyl (4S)-2,2-dimethyl-4-{(E)-2-[2-(1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl)quinolin-4-yl]ethenyl}-1,3-oxazolidine-3-carboxylate (380 mg, 0.76 mmol), palladium hydroxide (20% on carbon, 50 mg) and ethanol (15 mL) was stirred at room temperature for 4 hours under hydrogen. The solid was filtered by a pad of silica gel and the filtrate was concentrated in vacuo to give 340 mg of product as a white solid (yield was 89%). MS obsd. (ESI+) [(M+H)+] 502.

Workup

  1. filtrationThe solid was filtered by a pad of silica gel
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-bc5e7103f18b4c31afb86d67bbc6d937
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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