Hydrochloric Acid → HCID 58171832, compound

HRID 1944251Notes

Reaction equation

HRID 1944251 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[O:13][C:14]([CH3:17])=[N:15][N:16]=2)[CH2:8][CH2:7]1)=[O:5])C.[OH-].[Na+].Cl>C(O)C>[CH3:17][C:14]1[O:13][C:12]([N:9]2[CH2:10][CH2:11][CH:6]([C:4]([OH:5])=[O:3])[CH2:7][CH2:8]2)=[N:16][N:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67034203HCID 67034203, compound

Product 1

HCID 58171832HCID 58171832, compoundYield 57.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1-(5-methyl-[1,3,4]oxadiazol-2-yl)-piperidine-4-carboxylic acid ethyl ester (1.41 g, 5.89 mmol) in ethanol (5 ml) was added a 1 M solution of sodium hydroxide (5.9 ml, 5.9 mmol). The solution was stirred for 18 h at RT, and then was acified by addition of a 1 M solution of hydrochloric acid (5.9 ml). The reaction mixture was concentrated in vacuo. After the addition of Na2SO4 the residue was suspended in THF (20 ml), filtered off and washed with THF and dried under vacuo. The title compound (0.72 g, 38%) was obtained as an off-white solid. MS m/e: 210.1 [M−H].

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionAfter the addition of Na2SO4 the residue
  3. filtrationfiltered off
  4. washwashed with THF
  5. customdried under vacuo

Sources & evidence

ORD record
ord-06aeac9dc01c4b638ba0a694ade488fa
Source dataset
uspto-grants-2013_03
Patent number
US08394834B2

Reaction notes

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