Hydrochloric Acid → HCID 66662417, compound

HRID 557948Notes

Reaction equation

HRID 557948 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:11]([N:13]3[CH2:17][CH2:16][C:15]([O:24][CH2:25][C:26]([O:28]C)=[O:27])([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[CH2:14]3)=[O:12])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.O1CCCC1.O.[OH-].[Li+].O.Cl>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:11]([N:13]3[CH2:17][CH2:16][C:15]([O:24][CH2:25][C:26]([OH:28])=[O:27])([C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH2:14]3)=[O:12])[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 86623830HCID 86623830, compound

Product 1

HCID 66662417HCID 66662417, compound

Procedure

To a solution of methyl [(1-{[1-(4-chlorophenyl)cyclopropyl]carbonyl}-3-phenylpyrrolidin-3-yl)oxy]acetate (40.0 mg, 0.0000966 mol, example 387) in tetrahydrofuran (1 mL, 0.01 mol) was added lithium hydroxide hydrate (4.87 mg, 0.000116 mol) in water (0.5 mL, 0.03 mol). The solution was stirred at rt for 2 hours and then acidified with 1N HCl (aq.). The product was purified by prep-HPLC. LCMS: m/z 400.4 (M+H)+.

Workup

  1. customThe product was purified by prep-HPLC

Sources & evidence

ORD record
ord-629b2786a24e48369069b84ac1cade9f
Source dataset
uspto-grants-2011_11
Patent number
US08058288B2

Reaction notes

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