HCID 58256332, compound → HCID 67151744, compound

HRID 1805246Notes

Reaction equation

HRID 1805246 reaction equation
[NH2:1][C:2]1[O:3][CH2:4][C@H:5]([CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:23][C:22]4[C:17](=[CH:18][C:19]([Cl:24])=[CH:20][CH:21]=4)[C:16]3=[O:25])=[CH:11][CH:10]=2)[N:6]=1>CO>[ClH:24].[NH2:1][C:2]1[O:3][CH2:4][C@H:5]([CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:23][C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[C:16]3=[O:25])=[CH:11][CH:10]=2)[N:6]=1

Participants

3

Reactant 1

HCID 58256332HCID 58256332, compound

Product 1

HCID 67151744HCID 67151744, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 2-{4-[2-((S)-2-amino-4,5-dihydro-oxazol-4-yl)-ethyl]-phenyl}-6-chloro-2,3-dihydro-isoindol-1-one (9 mg) in methanol (3 ml) was added 10% paladium on charcoal (2.7 mg) and the mixture was then stirred under an atmosphere of hydrogen at room temperature for 2 hours. The mixture was then filtered through celite and the filtrate was concentrated in vacuo to afford (S)-2-(4-(2-(2-amino-4,5-dihydrooxazol-4-yl)ethyl)phenyl)isoindolin-1-one hydrochloride (9 mg, 55%) as a white solid. MS (ISP): 322.2 ([M+H]+)

Workup

  1. filtrationThe mixture was then filtered through celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-0916122493a742f8a00d6bbe4c0afd18
Source dataset
uspto-grants-2013_01
Patent number
US08354441B2

Reaction notes

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