Potassium Hydroxide → HCID 68724404, compound

HRID 333686Notes

Reaction equation

HRID 333686 reaction equation
[OH-].[K+].[F:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]([C@H:14]([CH2:18][CH3:19])[C:15]([O-:17])=[O:16])[CH2:9][CH2:8][CH2:7]2.FC1C=C2C(=CC=1)N([C@H](C(C)C)C(O)=O)CCC2>CO>[F:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]([C@H:14]([CH2:18][CH3:19])[C:15]([OH:17])=[O:16])[CH2:9][CH2:8][CH2:7]2

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 69227072HCID 69227072, compoundHCID 86625006HCID 86625006, compound

Product 1

HCID 68724404HCID 68724404, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

At 0° C., an aqueous 2.0 M KOH solution (15.9 mL, 31.8 mmol) was added to a stirring solution of (R)-2-(6-fluoro-3,4-dihydroquinolin-1(2H)-yl)-3-methylpropanoate (2.0 g, 7.96 mmol) in MeOH (16 mL). The reaction was allowed to warm up to RT and left stirring overnight. Due to the instability of the final product as a solid, the solution containing (R)-2-(6-fluoro-3,4-dihydroquinolin-1(2H)-yl)-3-methylbutanoic acid was used for the next step without further work up. LC/MS (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA), m/z: M+1 obs=223.24; tR=2.92 min.

Workup

  1. waitleft

Sources & evidence

ORD record
ord-0ea71a7e7af34840a5fd923f1956a1a2
Source dataset
uspto-grants-2014_11
Patent number
US08883766B2

Reaction notes

Loading…