Hydrochloric Acid → HCID 66662417, compound

HRID 969211Notes

Reaction equation

HRID 969211 reaction equation
C[O:2][C:3](=[O:29])[CH2:4][O:5][C:6]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:10][CH2:9][N:8]([C:11]([C:13]2([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[CH2:15][CH2:14]2)=[O:12])[CH2:7]1.O1CCCC1.O.[OH-].[Li+].O.Cl>>[Cl:22][C:19]1[CH:18]=[CH:17][C:16]([C:13]2([C:11]([N:8]3[CH2:9][CH2:10][C:6]([O:5][CH2:4][C:3]([OH:29])=[O:2])([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH2:7]3)=[O:12])[CH2:15][CH2:14]2)=[CH:21][CH:20]=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-c6c61bab6b914bbbab4fba825e741a1c
Source dataset
uspto-grants-2007_12
Patent number
US07304081B2

Reaction notes

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