Methanol → HCID 86585546, compound

HRID 720896Notes

Reaction equation

HRID 720896 reaction equation
C([O:3][C:4]([C@@H:6]1[CH2:11][CH2:10][CH2:9][N:8]([CH2:12][CH:13]([OH:26])[CH2:14][O:15][C:16]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:17]=2[CH:18]=[CH:19][CH:20]=[N:21]3)[CH2:7]1)=[O:5])C.O.CO.[OH-].[Li+:31]>O1CCCC1>[OH:26][CH:13]([CH2:14][O:15][C:16]1[CH:25]=[CH:24][CH:23]=[C:22]2[C:17]=1[CH:18]=[CH:19][CH:20]=[N:21]2)[CH2:12][N:8]1[CH2:9][CH2:10][CH2:11][C@@H:6]([C:4]([O-:5])=[O:3])[CH2:7]1.[Li+:31]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 68575353HCID 68575353, compound

Product 1

HCID 86585546HCID 86585546, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(R)-1-[2-Hydroxy-3-(quinolin-5-yloxy)-propyl]-piperidine-3-carboxylic acid ethyl ester (44) (0.739 g; 2.06 mmol) is dissolved in 20 mL of a 2:2:1 mixture of tetrahydrofuran:water:methanol. Lithium hydroxide (52 mg; 2.17 mmol) is added and the mixture stirred at ambient temperature. After 16 hours, the mixture is concentrated in vacuo at 40° C. Further drying on the vacuum pump affords the desired product (45) as a white solid.

Workup

  1. concentrationthe mixture is concentrated in vacuo at 40° C
  2. customFurther drying on the vacuum pump

Sources & evidence

ORD record
ord-bab58ea63ec2436cadbb205d0a6d63f2
Source dataset
uspto-grants-2006_11
Patent number
US07135483B2

Reaction notes

Loading…