Methanol → HCID 10311028, compound

HRID 1244716Notes

Reaction equation

HRID 1244716 reaction equation
C(=O)([O-])[O-].[K+].[K+].CO.C([O:12][CH2:13][C:14]([N:16]([CH2:39][C:40]([OH:42])=[O:41])[C@@H:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:19][C@H:18]1[NH:26][C:27]([C:29]1[NH:33][C:32]2[C:34]([Cl:38])=[C:35]([Cl:37])[S:36][C:31]=2[CH:30]=1)=[O:28])=[O:15])(=O)C>C1COCC1>[C:40]([CH2:39][N:16]([C@@H:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:19][C@H:18]1[NH:26][C:27]([C:29]1[NH:33][C:32]2[C:34]([Cl:38])=[C:35]([Cl:37])[S:36][C:31]=2[CH:30]=1)=[O:28])[C:14](=[O:15])[CH2:13][OH:12])([OH:42])=[O:41]

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 69545861HCID 69545861, compound

Product 1

HCID 10311028HCID 10311028, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Potassium carbonate (20 mg) and MeOH (1 mL) were added to a solution of [[(acetyloxy)acetyl]((1R,2R)-2-{[(2,3-dichloro-4H-thieno[3,2-b]pyrrol-5-yl)carbonyl]amino}-2,3-dihydro-1H-inden-1-yl)amino]acetic acid (Method 19, 120 mg, 0.23 mmol) in THF (5 mL) and the reaction was stirred at ambient temperature for 24 h. The volatiles were removed by evaporation under reduced pressure, the residue dissolved in water and acidified to pH 2.0 and then extracted into EtOAc (3×10 mL). The volatiles were removed by evaporation under reduced pressure to afford the title compound (110 mg, 100%) as a white solid.

Workup

  1. customThe volatiles were removed by evaporation under reduced pressure
  2. dissolutionthe residue dissolved in water
  3. extractionextracted into EtOAc (3×10 mL)
  4. customThe volatiles were removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-eab2edcee0f04c9caa18267694eb9acf
Source dataset
uspto-grants-2006_10
Patent number
US07122567B2

Reaction notes

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