Benzyl Alcohol → (R)-3-(6-Benzyloxy-pyridin-3-yloxy)-pyrrolidin-2-one

HRID 533904Notes

Reaction equation

HRID 533904 reaction equation
[CH:1]1([CH2:4][CH2:5][O:6][C:7]2[N:12]=[CH:11][C:10]([O:13][C@@H:14]3[CH2:18][CH2:17][NH:16][C:15]3=[O:19])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.[C:20]1(CO)C=CC=C[CH:21]=1.BrC1C=CC(F)=NC=1.O[C@H]1CCNC1=O>>[CH2:5]([O:6][C:7]1[N:12]=[CH:11][C:10]([O:13][C@@H:14]2[CH2:18][CH2:17][NH:16][C:15]2=[O:19])=[CH:9][CH:8]=1)[C:4]1[CH:1]=[CH:3][CH:2]=[CH:21][CH:20]=1

Participants

5

Reactant 4

HCID 244Benzyl AlcoholHCID 27831685-Bromo-2-fluoropyridineHCID 11029774(3S)-3-hydroxypyrrolidin-2-oneHCID 86715085(R)-3-[6-(2-cyclopropyl-ethoxy)-pyridin-3-yloxy]-pyrrolidin-2-one

Product 1

HCID 86715095(R)-3-(6-Benzyloxy-pyridin-3-yloxy)-pyrrolidin-2-one

Procedure

Following the sequence described for (R)-3-[6-(2-cyclopropyl-ethoxy)-pyridin-3-yloxy]-pyrrolidin-2-one, the title compound was prepared from phenyl-methanol, 5-bromo-2-fluoro-pyridine and (S)-3-hydroxy-pyrrolidin-2-one. MS ESI+: m/z=285 [M+H]+.

Sources & evidence

ORD record
ord-af86e7dfd20a4ca79a9a87c23271b4b0
Source dataset
uspto-grants-2014_10
Patent number
US08853412B2

Reaction notes

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