Hydrochloric Acid → HCID 22341474, compound

HRID 584946Notes

Reaction equation

HRID 584946 reaction equation
[CH3:1][N:2]([CH2:11][C:12]1[CH:13]=[C:14]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH:25]([C:30]([NH2:32])=[O:31])[C:26]([O:28]C)=[O:27])=[CH:20][CH:19]=2)[CH:15]=[CH:16][CH:17]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+].Cl.[CH3:36]O>O1CCCC1>[CH2:1]([N:2]([CH2:11][C:12]1[CH:13]=[C:14]([C:18]2[CH:19]=[CH:20][C:21]([CH2:24][CH:25]([C:30]([NH2:32])=[O:31])[C:26]([OH:28])=[O:27])=[CH:22][CH:23]=2)[CH:15]=[CH:16][CH:17]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4])[CH3:36]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 10224625HCID 10224625, compound

Product 1

HCID 22341474HCID 22341474, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

180 mg (0.4 mmol) of methyl 2-(3′-{[methyl-(1-phenylmethanoyl)amino]methyl}biphenyl-4-ylmethyl)malonamate (prepared in Example 16(d)) in 2 ml of methanol, 2 ml of tetrahydrofuran and 250 μl (0.5 mmol) of aqueous 2N sodium hydroxide solution are introduced [lacuna]. The reaction medium is stirred at room temperature for 36 hours, acidified to pH 3 with hydrochloric acid solution and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate, filtered and evaporated. 80 mg (46%) of the desired product, with a melting point of 117° C., are obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-c01c3dc7a2fc489284bcfc413f9b679d
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

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