Lithium Hydroxide → HCID 68817152, compound

HRID 736763Notes

Reaction equation

HRID 736763 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH:7]1[NH:19][S:20]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]2[C:40]3[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=3)[N:34]=[C:33]([CH3:41])[CH:32]=2)=[CH:25][CH:24]=1)(=[O:22])=[O:21])=[O:5])C.[OH-].[Li+]>C1COCC1.CO.O>[C:15]([O:14][C:12]([N:9]1[CH2:10][CH2:11][CH:6]([C:4]([OH:5])=[O:3])[CH:7]([NH:19][S:20]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]3[C:40]4[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=4)[N:34]=[C:33]([CH3:41])[CH:32]=3)=[CH:25][CH:24]=2)(=[O:21])=[O:22])[CH2:8]1)=[O:13])([CH3:18])([CH3:17])[CH3:16]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68821282HCID 68821282, compound

Product 1

HCID 68817152HCID 68817152, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A solution of 3-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (0.6 g, 1.03 mmol) and lithium hydroxide (0.148 g, 6.18 mmol) in THF:methanol:water (3:2:2 mL) was stirred at 25° C. for 19 h. The solution was then concentrated in vacuo to provide 3-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester as a crude solid (0.55 g, 96%). MS: 556 (M+H)+.

Workup

  1. concentrationThe solution was then concentrated in vacuo

Sources & evidence

ORD record
ord-6ab5c7069b764f5abff24b311cd98a7b
Source dataset
uspto-grants-2009_09
Patent number
US07595327B2

Reaction notes

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