Water → HCID 86628208, compound

HRID 1821365Notes

Reaction equation

HRID 1821365 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2/[CH:18]=[CH:19]/[C:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[NH:22][N:21]=2)[S:9][CH:10]=1)=[O:5])C.[OH-].[Na+].O>CO>[NH:22]1[C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:20](/[CH:19]=[CH:18]/[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[NH:11][C:8]2[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=2)=[N:21]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86628207HCID 86628207, compound

Product 1

HCID 86628208HCID 86628208, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compound 169 (73 mg, 0.19 mmol) was dissolved in methanol (1.0 mL) and 2 mol/L sodium hydroxide (1.0 mol) was added, followed by stirring at room temperature for 1.5 hours. Water was added to the mixture and the organic layer was extracted with ethyl acetate and the aqueous layer was neutralized using 6 mol/L hydrochloric acid. The precipitated solid was triturated in ethyl acetate to obtain Compound 170 (14 mg, 21%).

Workup

  1. extractionthe organic layer was extracted with ethyl acetate
  2. customThe precipitated solid was triturated in ethyl acetate

Sources & evidence

ORD record
ord-3e495f82290243a6a3e79c85623e3294
Source dataset
uspto-grants-2009_10
Patent number
US07605272B2

Reaction notes

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