Lithium thioethoxide → (R)-3-(6-Ethylsulfanyl-pyridin-3-yloxy)-pyrrolidin-2-one

HRID 533910Notes

Reaction equation

Br[C:2]1[N:7]=[CH:6][C:5]([O:8][C@@H:9]2[CH2:13][CH2:12][NH:11][C:10]2=[O:14])=[CH:4][CH:3]=1.[CH2:15]([S-:17])[CH3:16].[Li+]>>[CH2:15]([S:17][C:2]1[N:7]=[CH:6][C:5]([O:8][C@@H:9]2[CH2:13][CH2:12][NH:11][C:10]2=[O:14])=[CH:4][CH:3]=1)[CH3:16]

Participants

Reactant 2

HCID 10866251Lithium thioethoxide

HCID 86715100HCID 86715100, compound

Product 1

HCID 86715101(R)-3-(6-Ethylsulfanyl-pyridin-3-yloxy)-pyrrolidin-2-one

Procedure

Typical Procedure 8 was followed. Reaction of (R)-3-(6-bromo-pyridin-3-yloxy)-pyrrolidin-2-one with lithium ethanethiolate provided the title compound. MS ESI+: m/z=239 [M+H]+.

Sources & evidence

ORD record: ord-0854ffef2d6e40aea6fd50bc6bba0208
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08853412B2

Reaction notes

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