HCID 117667179, compound → 3-{2-[5-(5,6,7,8-Tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-3-yloxy]-ethyl}-oxazolidin-2-one

HRID 712768Notes

Reaction equation

HRID 712768 reaction equation
C(OC([N:8]1[C:17]2[C:12](=[CH:13][C:14]([C:18]3[CH:19]=[N:20][CH:21]=[C:22]([O:24][CH2:25][CH2:26][N:27]4[CH2:31][CH2:30][O:29][C:28]4=[O:32])[CH:23]=3)=[CH:15][N:16]=2)[CH2:11][CH2:10][CH2:9]1)=O)(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[N:16]1[C:17]2[NH:8][CH2:9][CH2:10][CH2:11][C:12]=2[CH:13]=[C:14]([C:18]2[CH:23]=[C:22]([O:24][CH2:25][CH2:26][N:27]3[CH2:31][CH2:30][O:29][C:28]3=[O:32])[CH:21]=[N:20][CH:19]=2)[CH:15]=1

Participants

4

Reactant 1

HCID 117667179HCID 117667179, compound

Product 1

HCID 1176674213-{2-[5-(5,6,7,8-Tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-3-yloxy]-ethyl}-oxazolidin-2-one

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

6-{5-[2-(2-Oxo-oxazolidin-3-yl)-ethoxy]-pyridin-3-yl}-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester (0.305 mmol) is dissolved in 2 mL of a 20% TFA solution in CH2Cl2 and the solution is shaken overnight at room temperature. The reaction is evaporated to dryness to give crude 3-{2-[5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-3-yloxy]-ethyl}-oxazolidin-2-one and used as is in the next step.

Workup

  1. customThe reaction is evaporated to dryness

Sources & evidence

ORD record
ord-5e2047174a5e4d97aa2d4d27bd39ca51
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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