Hydrochloric Acid → HCID 58201245, compound

HRID 1944424Notes

Reaction equation

HRID 1944424 reaction equation
C[O:2][C:3](=[O:31])[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([F:14])=[CH:11][CH:12]=2)[C:7]([CH2:15][C:16]2[CH:20]=[CH:19][S:18][C:17]=2[S:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)(=[O:23])=[O:22])=[C:6]1[CH3:30].O1CCCC1.[OH-].[Na+].Cl>CO>[F:14][C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][CH:11]=1)[N:5]([CH2:4][C:3]([OH:31])=[O:2])[C:6]([CH3:30])=[C:7]2[CH2:15][C:16]1[CH:20]=[CH:19][S:18][C:17]=1[S:21]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)(=[O:23])=[O:22]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 67044291HCID 67044291, compound

Product 1

HCID 58201245HCID 58201245, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of [5-fluoro-3-(2-benzenesulfonylthiophen-3-ylmethyl)-2-methylindol-1-yl]acetic acid methyl ester (0.18 g), tetrahydrofuran (4.0 mL) and methanol (2.0 mL) was treated with 1.0 M aqueous sodium hydroxide solution (2.0 mL), and the resulting mixture was stirred at room temperature for 1 hour. The mixture was acidified by the addition of 1.0 M aqueous hydrochloric acid solution and concentrated to low bulk under reduced pressure. The resulting precipitate was collected by filtration, washed with water and dried to afford the title compound as a white solid (0.16 g).

Workup

  1. concentrationconcentrated to low bulk under reduced pressure
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-1c6f1728ae4045b9b3e9fe9ffee6c3d6
Source dataset
uspto-grants-2013_03
Patent number
US08394836B2

Reaction notes

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