Tetrahydrofuran → HCID 18381485, compound

HRID 2298047Notes

Reaction equation

HRID 2298047 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][CH:16]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:15][CH2:14]2)=[CH:9][C:3]=1[C:4]([O:6]CC)=[O:5].O.[OH-].[Li+].C(O)C.O.O1CCCC1>O>[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:14][CH2:15][CH:16]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:17][CH2:18]2)=[CH:9][C:3]=1[C:4]([OH:6])=[O:5]

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 19096565Water ethanolHCID 86758644HCID 86758644, compound

Product 1

HCID 18381485HCID 18381485, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared as described in example 5b) using 2-chloro-5-[4-[[(1,1-dimethylethoxy)-carbonyl]amino]-1-piperidinyl]-benzoic acid, ethyl ester (Example 6a, 0.17 g), lithium hydroxide monohydrate (0.88 ml of a 3M solution in water), 1:1 ethanol/water (7 ml) and tetrahydrofuran (1 ml) to give the subtitle compound as a solid (0.14 g).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-e7d30f0c8ef3466d84abfd6e7bf97909
Source dataset
uspto-grants-2002_12
Patent number
US06492355B1

Reaction notes

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