Methanol → HCID 23513914, compound

HRID 278305Notes

Reaction equation

HRID 278305 reaction equation
C([O:3][C:4]([C:6]1([S:21]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH2:31][C:32]#[C:33][CH3:34])=[CH:26][CH:25]=2)(=[O:23])=[O:22])[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=2)[CH2:8][CH2:7]1)=[O:5])C.CO.[OH-].[Na+]>C1COCC1>[CH2:31]([O:30][C:27]1[CH:28]=[CH:29][C:24]([S:21]([C:6]2([C:4]([OH:5])=[O:3])[CH2:11][CH2:10][N:9]([CH2:12][C:13]3[CH:14]=[CH:15][C:16]([C:19]#[N:20])=[CH:17][CH:18]=3)[CH2:8][CH2:7]2)(=[O:22])=[O:23])=[CH:25][CH:26]=1)[C:32]#[C:33][CH3:34]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 54563326HCID 54563326, compound

Product 1

HCID 23513914HCID 23513914, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-(4-But-2-ynyloxy-benzenesulfonyl)-1-(4-cyano-benzyl)-piperidine-4-carboxylic acid was prepared starting from 4-(4-But-2-ynyloxy-benzenesulfonyl)-1-(4-cyano-benzyl)-piperidine-4-carboxylic acid ethyl ester (4 g, 8.3 mmol) dissolved in THF:Methanol (60:30 ml) and 10 N NaOH (10 ml). The resulting reaction mixture was worked up as outlined in Example 1 (Step 7). Yield 1.8 g (48%); off white solid; MS: 441.9 (M+H)+

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-7f8abc86be694499b7887aebd0c71a96
Source dataset
uspto-grants-2002_03
Patent number
US06358980B1

Reaction notes

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