Methanol → HCID 23513780, compound

HRID 278325Notes

Reaction equation

HRID 278325 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([C:15]2([C:29]([O:31]CC)=[O:30])[CH2:20][CH2:19][CH2:18][N:17]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)[CH2:16]2)(=[O:14])=[O:13])=[CH:8][CH:7]=1)[C:2]#[C:3][CH3:4].CO.[OH-].[Na+]>C1COCC1>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([C:15]2([C:29]([OH:31])=[O:30])[CH2:20][CH2:19][CH2:18][N:17]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=3)[CH2:16]2)(=[O:13])=[O:14])=[CH:8][CH:7]=1)[C:2]#[C:3][CH3:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 23513866HCID 23513866, compound

Product 1

HCID 23513780HCID 23513780, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-{[4-(2-butynyloxy)phenyl]sulfonyl}-1-(4-chlorobenzyl)-1-3-piperidinecarboxylic acid as prepared starting from ethyl 3-{[4-(2-butynyloxy)phenyl]sulfonyl}-1-(4-chlorobenzyl)-3-piperidinecarboxylate (1.64 g, 3.3 mmol) dissolved in THF:Methanol (15:50 ml) and NaOH (15 ml). The resulting reaction mixture was worked up as outlined in example 1 (step 7); Yield 1.11 g (75%), white solid: mp 115.2° C.; MS (ES): m/z 462.1 (M+H)+

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-88fa5b20ce5f4d65834f29005147b189
Source dataset
uspto-grants-2002_03
Patent number
US06358980B1

Reaction notes

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