Ethyl Acetate → HCID 178471092, compound

HRID 709756Notes

Reaction equation

[CH:1]1([CH:4]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([O:17]C)[CH:12]=2)[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:3][CH2:2]1.[Cl-].[NH+]1C=CC=CC=1.C(OCC)(=O)C>CN(C=O)C>[CH:1]1([CH:4]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([OH:17])[CH:12]=2)[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:3][CH2:2]1

Participants

Conditions

Temperature: 130 °C

Procedure

Under a nitrogen atmosphere, to a solution of ethyl 3-cyclopropyl-3-(2-methoxypyridin-4-yl)propanoate (4.17 g) in DMF (10 mL) was added pyridinium chloride (19.3 g), and the mixture was stirred at 130° C. for 15 min. Ethyl acetate was added to the reaction mixture at 0° C., and the resulting white precipitate was filtered off. The solvent in the filtrate was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (3.61 g) as a yellow oil.

Workup

filtrationthe resulting white precipitate was filtered off
customThe solvent in the filtrate was evaporated under reduced pressure
customthe residue was purified by silica gel column chromatography (methanol/ethyl acetate)

Sources & evidence

ORD record: ord-d00d522649c74fd29be6e415583fc422
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181186B2

Reaction notes

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