Hydrochloric Acid → HCID 66662417, compound

HRID 2275659Notes

Reaction equation

HRID 2275659 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-b0d0f6f61f3d4abebb0b483745626399
Source dataset
uspto-grants-2015_09
Patent number
US09126927B2

Reaction notes

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