Sodium Hydroxide → HCID 57901570, compound

HRID 1851579Notes

Reaction equation

HRID 1851579 reaction equation
[CH3:1][N:2]([C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:23]=1[NH:22][C:21]([C:24]1[S:25][CH:26]=[CH:27][N:28]=1)=[CH:20]2)[S:3]([C:6]1[CH:10]=[CH:9][S:8][C:7]=1[C:11]([O:13]C)=[O:12])(=[O:5])=[O:4].[OH-].[Na+]>CO.O1CCCC1>[CH3:1][N:2]([C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:23]=1[NH:22][C:21]([C:24]1[S:25][CH:26]=[CH:27][N:28]=1)=[CH:20]2)[S:3]([C:6]1[CH:10]=[CH:9][S:8][C:7]=1[C:11]([OH:13])=[O:12])(=[O:5])=[O:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 57901595HCID 57901595, compound

Product 1

HCID 57901570HCID 57901570, compoundYield 81.3%

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)thiophene-2-carboxylate (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 (236 mg, yield 80%) as yellow crystals. melting point 225° 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-af48e811f61646f29e290a9348288a09
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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