Triethylamine → HCID 178488574, compound

HRID 2241876Notes

Reaction equation

HRID 2241876 reaction equation
Cl.[OH:2][NH3+:3].[F:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([OH:35])[CH2:12][CH2:13][CH:14]2[C:17](=[O:18])[N:16]([C:19]3[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=3)[CH:15]2[C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)=[CH:7][CH:6]=1.C(N(CC)CC)C>C(O)(C)C>[F:4][C:5]1[CH:6]=[CH:7][C:8]([CH:11]([OH:35])[CH2:12][CH2:13][CH:14]2[C:17](=[O:18])[N:16]([C:19]3[CH:26]=[CH:25][C:22]([C:23]([NH:3][OH:2])=[NH:24])=[CH:21][CH:20]=3)[CH:15]2[C:27]2[CH:28]=[CH:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 121116214-[3-[3-(4-Fluorophenyl)-3-hydroxypropyl]-2-(4-methoxyphenyl)4-oxoazetidin-1-yl]benzonitrileHCID 22029257Hydroxyammonium hydrochloride

Product 1

HCID 178488574HCID 178488574, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

199 mg of hydroxylammonium hydrochloride were added to a solution of 200 mg of 4-[3-[3-(4-fluorophenyl)-3-hydroxypropyl]-2-(4-methoxyphenyl)-4-oxoazetidin-1-yl]benzonitrile (8) and 0.45 ml of triethylamin in 15 ml of isopropanol. 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 463.51 (C26H26F1N3O4); MS (ESI): 464.19 (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 463.51 (C26H26F1N3O4)

Sources & evidence

ORD record
ord-082236599bb4446c8f6f692dcc34b403
Source dataset
uspto-grants-2010_03
Patent number
US07671047B2

Reaction notes

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