Sodium Carbonate → HCID 42635790, compound

HRID 1009016Notes

Reaction equation

HRID 1009016 reaction equation
C([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:16]=1[N:15]([CH3:17])[CH:14]=[C:13]2[S:18]([NH:21][C:22](=[O:31])[NH:23][C:24]1[S:25][C:26]([O:29][CH3:30])=[CH:27][N:28]=1)(=[O:20])=[O:19])(=O)C.C(=O)([O-])[O-].[Na+].[Na+].[OH-].[Na+]>C1COCC1>[OH:4][CH2:5][CH2:6][O:7][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:16]=1[N:15]([CH3:17])[CH:14]=[C:13]2[S:18]([NH:21][C:22](=[O:31])[NH:23][C:24]1[S:25][C:26]([O:29][CH3:30])=[CH:27][N:28]=1)(=[O:19])=[O:20]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 42635789HCID 42635789, compound

Product 1

HCID 42635790HCID 42635790, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-{[3-({[(5-methoxy-1,3-thiazol-2-yl)carbamoyl]amino}sulfonyl)-1-methyl-1H-indol-7-yl]oxy}ethyl acetate (0.065 g) in THF (10 mL) was treated with 2N sodium carbonate (2 mL) and 2N sodium hydroxide (2 mL). The reaction mixture was stirred at rt for 60 h and acidified to about pH 4. The organic solvent were slowly evaporated, leaving back a solid, which was filtered, washed and dried to obtain the title compound (0.055 g) as a brownish solid. MS (ISN): m/e 425.3 (M−H)−

Workup

  1. customThe organic solvent were slowly evaporated
  2. customleaving back a solid, which
  3. filtrationwas filtered
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-a649e0f9fbb2430e9a030eefd53d2aa9
Source dataset
uspto-grants-2011_07
Patent number
US07973051B2

Reaction notes

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