Hydrochloric Acid → HCID 86697376, compound

HRID 237707Notes

Reaction equation

HRID 237707 reaction equation
[OH-].[Na+].[CH3:3][N:4]([CH3:44])[CH2:5][C:6]([CH3:43])([CH3:42])[CH2:7][O:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([C:16]2[CH:24]=[CH:23][C:22]([F:25])=[C:21]3[C:17]=2[CH2:18][CH2:19][C@H:20]3[O:26][C:27]2[CH:40]=[CH:39][C:30]3[C@H:31]([CH2:34][C:35]([O:37]C)=[O:36])[CH2:32][O:33][C:29]=3[CH:28]=2)=[C:11]([CH3:41])[CH:10]=1.Cl>CO>[CH3:44][N:4]([CH3:3])[CH2:5][C:6]([CH3:42])([CH3:43])[CH2:7][O:8][C:9]1[CH:10]=[C:11]([CH3:41])[C:12]([C:16]2[CH:24]=[CH:23][C:22]([F:25])=[C:21]3[C:17]=2[CH2:18][CH2:19][C@H:20]3[O:26][C:27]2[CH:40]=[CH:39][C:30]3[C@H:31]([CH2:34][C:35]([OH:37])=[O:36])[CH2:32][O:33][C:29]=3[CH:28]=2)=[C:13]([CH3:15])[CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 86697142HCID 86697142, compound

Product 1

HCID 86697376HCID 86697376, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 M Aqueous NaOH solution (70 μL) is added to a solution of methyl 2-((S)-6-((R)-4-(4-(3-(dimethylamino)-2,2-dimethylpropoxy)-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (20 mg) in methanol (2 mL) at room temperature. The mixture is stirred at room temperature for 48 hours, treated with 1 M aqueous NaOH solution (70 μL) and heated for 4 hours at 50° C. The mixture is neutralized by addition of 1 N aqueous HCl solution and purified by HPLC on reversed phase to give the title compound. Yield: 11 mg; LC (method 14): tR=0.95 min; Mass spectrum (ESI+): m/z=562 [M+H]+.

Workup

  1. temperatureheated for 4 hours at 50° C
  2. custompurified by HPLC on reversed phase

Sources & evidence

ORD record
ord-f620f2cb543a40818589973308cf23a3
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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