Triethylamine → HCID 178513265, compound

HRID 2241874Notes

Reaction equation

HRID 2241874 reaction equation
Cl.[OH:2][NH3+:3].[F:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:14](=[O:15])[CH:13]([CH2:16][CH2:17][CH:18]([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)[OH:19])[CH:12]2C2C=CC=CC=2C#N)=[CH:7][CH:6]=1.C([N:37]([CH2:40][CH3:41])CC)C>C(O)(C)C>[F:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:14](=[O:15])[CH:13]([CH2:16][CH2:17][CH:18]([C:20]3[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=3)[OH:19])[CH:12]2[C:5]2[CH:10]=[CH:9][C:41]([C:40]([NH:3][OH:2])=[NH:37])=[CH:7][CH:6]=2)=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 22029257Hydroxyammonium hydrochlorideHCID 22252073{1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-2-yl}-benzonitrile

Product 1

HCID 178513265HCID 178513265, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

199 mg of hydroxylammonium hydrochloride were added to a solution of 200 mg of {1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-2-yl}benzonitrile and 0.45 ml of triethylamine in 15 ml of isopropanol, and the mixture was stirred at room temperature for 12 h. The reaction solution was extracted twice with ethyl acetate/water. The organic phases were dried over magnesium sulfate and concentrated. This gave the product of molecular weight 451.48 (C25H23F2N3O3); MS (ESI): 452.10 (M+H+).

Workup

  1. extractionThe reaction solution was extracted twice with ethyl acetate/water
  2. dry with materialThe organic phases were dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThis gave the product of molecular weight 451.48 (C25H23F2N3O3)

Sources & evidence

ORD record
ord-75e9cf667067418cacb83f161e0910ba
Source dataset
uspto-grants-2010_03
Patent number
US07671047B2

Reaction notes

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