Acetic Acid → HCID 11276149, compound

HRID 2261405Notes

Reaction equation

C[O:2][C:3](=O)[CH2:4][CH2:5][C:6]1[C:7](=[O:15])[N:8]([CH2:12][CH:13]=[CH2:14])[CH2:9][CH2:10][CH:11]=1.CO.[NH2:19][O:20][K].C(O)(=O)C>C(OCC)(=O)C>[CH2:12]([N:8]1[CH2:9][CH2:10][CH:11]=[C:6]([CH2:5][CH2:4][C:3]([NH:19][OH:20])=[O:2])[C:7]1=[O:15])[CH:13]=[CH2:14]

Participants

Conditions

Temperature: 0 °C

Procedure

24 mg of 3-(1-allyl-2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid methyl ester (i1) prepared from the above Step 2 was dissolved in methanol solution (0.11 mmol) and then 0.122 ml of 1.7M NH2OK suspension solution (0.207 mmol) was added thereto at 0° C. and stirred for 3 hrs at room temperature. The resulting mixture was neutralized with 0.02 ml of acetic acid, diluted with 10 ml of ethyl acetate solution, filtered and concentrated in vacuo. The resulting compound was purified by column chromatography on Silica gel with methanol/chloroform (1:10) solvent mixture as an eluant to give 11 mg (yield: 48%) of the title compound (j1).

Workup

filtrationfiltered
concentrationconcentrated in vacuo
customThe resulting compound was purified by column chromatography on Silica gel with methanol/chloroform (1:10) solvent mixture as an eluant

Sources & evidence

ORD record: ord-6d4951398b7b44acba254a510295924f
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07846963B2

Reaction notes

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