Hydrochloric Acid → HCID 66662417, compound

HRID 504408Notes

Reaction equation

HRID 504408 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-651f2e5e18b4418d97fbe44118316b7c
Source dataset
uspto-grants-2010_08
Patent number
US07776874B2

Reaction notes

Loading…