Lithium Hydroxide → HCID 68819139, compound

HRID 736772Notes

Reaction equation

HRID 736772 reaction equation
C[O:2][C:3]([CH:5]1[CH:10]([NH:11][S:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]3[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[N:26]=[C:25]([CH3:33])[CH:24]=3)=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:9]2[N:34]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH:6]1[CH2:7][CH2:8]2)=[O:4].[OH-].[Li+]>C1COCC1.CO.O>[C:38]([O:37][C:35]([N:34]1[CH:9]2[CH2:8][CH2:7][CH:6]1[CH:5]([C:3]([OH:4])=[O:2])[CH:10]2[NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[N:26]=[C:25]([CH3:33])[CH:24]=2)=[CH:17][CH:16]=1)(=[O:13])=[O:14])=[O:36])([CH3:41])([CH3:39])[CH3:40]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68818763HCID 68818763, compound

Product 1

HCID 68819139HCID 68819139, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A solution of 3-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-7-aza-bicyclo [2.2.1] heptane-2,7-dicarboxylic acid 7-tert-butyl ester 2-methyl ester (0.15 g, 2.58 mmol) and lithium hydroxide (0.062 g, 2.57 mmol) in THF:methanol:water (2.5: 1.5:1.5 mL) was stirred at 25° C. for 19 h. The solution was then concentrated in vacuo to give 3-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-7-aza-bicyclo[2.2.1] heptane-2,7-dicarboxylic acid 7-tert-butyl ester as a crude solid (0.150 g, 100%). MS: 568 (M+H)+.

Workup

  1. concentrationThe solution was then concentrated in vacuo

Sources & evidence

ORD record
ord-0fcb839cf9f3476494881965daa7bce0
Source dataset
uspto-grants-2009_09
Patent number
US07595327B2

Reaction notes

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