Hydrochloric Acid → HCID 59361405, compound

HRID 888881Notes

Reaction equation

HRID 888881 reaction equation
COC[O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:14]([CH3:16])([CH3:15])[C:13](=[O:17])[N:12]2[CH:18]2[CH:25]3[CH2:26][CH:21]4[CH2:22][CH:23]([CH2:27][CH:19]2[CH2:20]4)[CH2:24]3)=[CH:7][CH:6]=1.Cl.[Cl-].[NH4+]>CO>[CH3:15][C:14]1([CH3:16])[N:11]([C:8]2[CH:9]=[CH:10][C:5]([OH:4])=[CH:6][CH:7]=2)[N:12]([CH:18]2[CH:19]3[CH2:27][CH:23]4[CH2:22][CH:21]([CH2:26][CH:25]2[CH2:24]4)[CH2:20]3)[C:13]1=[O:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 46194368HCID 46194368, compound

Product 1

HCID 59361405HCID 59361405, compoundYield 68.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 1-[4-(methoxymethoxy)phenyl]-4,4-dimethyl-2-(adamantan-2-yl)-1,2-diazetidin-3-one (62.5 mg, 0.169 mmol) prepared in Example 214 in methanol was added with concentrated hydrochloric acid (0.3 mL) under ice-cold conditions, and the resultant was stirred at 50° C. for 30 minutes. The reaction solution was added under ice-cold conditions with a saturated aqueous solution of ammonium chloride, extracted with chloroform, and concentrated in vacuo. The obtained residue was purified using Preparatory Thin-Layer chromatography (chloroform:methanol=10:1), and the title compound (38.0 mg, 68.8%) was obtained as a white crystalline solid.

Workup

  1. extractionextracted with chloroform
  2. concentrationconcentrated in vacuo
  3. customThe obtained residue was purified

Sources & evidence

ORD record
ord-e9c2dbbdfa084c4eaea3c8f42017254e
Source dataset
uspto-grants-2012_08
Patent number
US08252781B2

Reaction notes

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