Tetrahydrofuran → HCID 53742797, compound

HRID 2298051Notes

Reaction equation

HRID 2298051 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:17][CH2:16][CH:15]([NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[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[CH2:17][CH2:16][CH:15]([NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:14]2)=[CH:9][C:3]=1[C:4]([OH:6])=[O:5]

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 19096565Water ethanolHCID 86758645HCID 86758645, compound

Product 1

HCID 53742797HCID 53742797, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared as described in Example 5b) using (+/−)-2-chloro-5-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-benzoic acid, ethyl ester (Example 7a, 0.25 g), lithium hydroxide monohydrate (1.36 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 (0.23 g).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-62c2c354365148dabf077ca26fc68c24
Source dataset
uspto-grants-2002_12
Patent number
US06492355B1

Reaction notes

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