Ammonium Chloride → HCID 23144772, compound

HRID 1967801Notes

Reaction equation

HRID 1967801 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:7]=[C:8]([NH:17][C:18]([C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)=[O:19])[S:9][C:10]=1[C:11](=[O:16])N(OC)C.[CH3:26][Mg]Br.[Cl-].[NH4+]>C1COCC1>[C:11]([C:10]1[S:9][C:8]([NH:17][C:18]([C:20]2[CH:21]=[CH:22][N:23]=[CH:24][CH:25]=2)=[O:19])=[N:7][C:6]=1[C:2]1[O:1][CH:5]=[CH:4][CH:3]=1)(=[O:16])[CH3:26]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 23144082HCID 23144082, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 23144772HCID 23144772, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Compound 98 (1.01 g, 2.82 mmol) was suspended in THF (20 mL), and a 0.93 mol/L solution of methylmagnesium bromide (12.0 mL, 11.2 mmol) in THF was added thereto under ice-cooling, followed by stirring at room temperature for 2.5 hours. A saturated aqueous solution of ammonium chloride was added to the reaction mixture, and the precipitated solid was collected by filtration to afford the entitled Compound 377 (609 mg, 69%) as a pale yellow solid.

Workup

  1. temperatureunder ice-cooling
  2. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-96d4534c6eb74bb1bfe64ffac6d76ce4
Source dataset
uspto-grants-2013_04
Patent number
US08420827B2

Reaction notes

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