3-(4-Methyl-oxazol-2-yl)-azetidine-1-carboxylic acid benzyl ester → 2-Azetidin-3-yl-4-methyl-oxazole

HRID 528744Notes

Reaction equation

C(OC([N:11]1[CH2:14][CH:13]([C:15]2[O:16][CH:17]=[C:18]([CH3:20])[N:19]=2)[CH2:12]1)=O)C1C=CC=CC=1>C(O)C>[NH:11]1[CH2:14][CH:13]([C:15]2[O:16][CH:17]=[C:18]([CH3:20])[N:19]=2)[CH2:12]1

Participants

Conditions

Temperature: 30 °C

Procedure

To 40 mg (0.15 mmol) 3-(4-methyl-oxazol-2-yl)-azetidine-1-carboxylic acid benzyl ester in 2 mL ethanol was added 4 mg (20% w/w on carbon) palladium hydroxide, the reaction was purged 3 times with nitrogen then 3 times with hydrogen and was stirred at 30° C. under a balloon of hydrogen for 18 hours. The mixture was purged twice with nitrogen, then the solution was filtered through a pad of celite. The solvent was evaporated to give the desired product, which was used in the next step without further purification.

Workup

customthe reaction was purged 3 times with nitrogen
customThe mixture was purged twice with nitrogen
filtrationthe solution was filtered through a pad of celite
customThe solvent was evaporated

Sources & evidence

ORD record: ord-822eeace4d0e4dcb827c2ab9e4ca0d9a
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09346816B2

Reaction notes

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