Reaction #43356

ord-d32f389d5b4544a1bce23de638792fbd

Reaction equation

O=c1cc(OCc2ccc(Cl)cn2)ccn1-c1ccc(OCCN2CC[C@H](O)C2)cc1
( 3 )
O=c1cc(OCc2ccc(Cl)cn2)ccn1-c1ccc(OCCN2CC[C@H](O)C2)cc1
4-[(5-chloro-2-pyridinyl)methoxy]-1-(4-{2-[(3S)-3-hydroxy-1-pyrrolidinyl]ethoxy}phenyl)-1H-pyridin-2-one
CC(C)(C)OC(=O)N1CCC[C@H]1CF
tert-butyl (2S)-2-(fluoromethyl)pyrrolidine-1-carboxylate
CC(C)(C)OC(=O)N1CC[C@@H](OCCF)C1
tert-butyl (3R)-3-(2-fluoroethoxy)pyrrolidine-1-carboxylate
→
OCCN1CC[C@@H](OCCF)C1
title compound
OCCN1CC[C@@H](OCCF)C1
2-[(3R)-3-(2-fluoroethoxy)-1-pyrrolidinyl]ethanol

Reactants

O=c1cc(OCc2ccc(Cl)cn2)ccn1-c1ccc(OCCN2CC[C@H](O)C2)cc1
( 3 )
O=c1cc(OCc2ccc(Cl)cn2)ccn1-c1ccc(OCCN2CC[C@H](O)C2)cc1
4-[(5-chloro-2-pyridinyl)methoxy]-1-(4-{2-[(3S)-3-hydroxy-1-pyrrolidinyl]ethoxy}phenyl)-1H-pyridin-2-one
CC(C)(C)OC(=O)N1CCC[C@H]1CF
tert-butyl (2S)-2-(fluoromethyl)pyrrolidine-1-carboxylate
CC(C)(C)OC(=O)N1CC[C@@H](OCCF)C1
tert-butyl (3R)-3-(2-fluoroethoxy)pyrrolidine-1-carboxylate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Steps (2) and (3) of Example 89 were repeated except that tert-butyl (2S)-2-(fluoromethyl)pyrrolidine-1-carboxylate used in the Step (2) was replaced with tert-butyl (3R)-3-(2-fluoroethoxy)pyrrolidine-1-carboxylate, to provide the title compound.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07732456B2uspto-grants-2010_06