Triethylsilane → 3-(2-Oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid

HRID 2240605Notes

Reaction equation

COC1C=C(OC)C=CC=1C[N:6]1[CH2:11][CH2:10][CH:9]=[C:8]([CH2:12][CH2:13][C:14]([OH:16])=[O:15])[C:7]1=[O:17].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[O:17]=[C:7]1[C:8]([CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:9][CH2:10][CH2:11][NH:6]1

Participants

Conditions

Temperature: 80 °C

Procedure

50 mg of 3-[1-(2,4-dimethoxybenzyl)-2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl]-propionic acid (0.157 mM) was dissolved in 1 ml of trifluoroacetic acid solution. Then 0.074 ml of triethyl silane (0.465 mmol) was added thereto and the mixture was heated for 20 min at 80° C. The solvent was removed in vacuo and the remaining residue was recrystallized with mixture solution of methanol and ethylacetate to give 13 mg of 3-(2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid (g) (yield: 50%).

Workup

customThe solvent was removed in vacuo
customthe remaining residue was recrystallized with mixture solution of methanol and ethylacetate

Sources & evidence

ORD record: ord-12892f4e623547dca83cda533bd700a8
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07723376B2

Reaction notes

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