Sodium Hydroxide → HCID 57901636, compound

HRID 1851588Notes

Reaction equation

HRID 1851588 reaction equation
[CH3:1][N:2]([C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:26]=1[NH:25][C:24]([C:27]1[S:28][CH:29]=[CH:30][N:31]=1)=[CH:23]2)[S:3]([C:6]1[CH:10]=[CH:9][S:8][C:7]=1[CH2:11][S:12][CH2:13][C:14]([O:16]C)=[O:15])(=[O:5])=[O:4].[OH-].[Na+]>CO.O1CCCC1>[CH3:1][N:2]([C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:26]=1[NH:25][C:24]([C:27]1[S:28][CH:29]=[CH:30][N:31]=1)=[CH:23]2)[S:3]([C:6]1[CH:10]=[CH:9][S:8][C:7]=1[CH2:11][S:12][CH2:13][C:14]([OH:16])=[O:15])(=[O:5])=[O:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 57901629HCID 57901629, compound

Product 1

HCID 57901636HCID 57901636, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl ({[3-({methyl[2-(1,3-thiazol-2-yl)-1H-indol-7-yl]amino}sulfonyl)-2-thienyl]methyl}thio)acetate (300 mg) in methanol (2 mL) and tetrahydrofuran (2 mL) was added 1N aqueous sodium hydroxide solution (2 mL) at room temperature, and the mixture was stirred for 3 hr. The reaction mixture was concentrated, and 1N hydrochloric acid (5 mL) was added to the residue. The precipitated crystals were collected by filtration, washed with water, and dried to give the title compound (276 mg, yield 96%) as colorless crystals. melting point 193° C.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. addition1N hydrochloric acid (5 mL) was added to the residue
  3. filtrationThe precipitated crystals were collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-02aa5b0e74fc48878704b53c29b7eb14
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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