Ammonium Chloride → HCID 23651543, compound

HRID 1712912Notes

Reaction equation

HRID 1712912 reaction equation
[CH3:1][Mg]Br.[CH:4]1[N:5]=[CH:6][N:7]2[CH2:12][CH2:11][O:10][CH:9]([C:13]3[CH:24]=[CH:23][C:16]([C:17](N(OC)C)=[O:18])=[CH:15][CH:14]=3)[C:8]=12.[Cl-].[NH4+]>O1CCCC1>[CH:4]1[N:5]=[CH:6][N:7]2[CH2:12][CH2:11][O:10][CH:9]([C:13]3[CH:14]=[CH:15][C:16]([C:17](=[O:18])[CH3:1])=[CH:23][CH:24]=3)[C:8]=12

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 86626008HCID 86626008, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 23651543HCID 23651543, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3 mmol of methylmagnesium bromide solution (3M in diethyl ether) are added to a solution of 0.97 mmol of 4-(5,6-dihydro-8H-imidazo[5,1-c][1,4]oxazin-8-yl)-N-methoxy-N-methylbenzamide in 10 ml of absolute tetrahydrofuran under argon. The reaction solution is stirred at room temperature for 4 hours and then poured into saturated aqueous ammonium chloride solution and extracted with tert-butyl methyl ether. The combined organic phases are dried over magnesium sulphate and evaporated. The title compound is obtained as a beige solid from the residue by flash chromatography (SiO2 60F).

Workup

  1. extractionextracted with tert-butyl methyl ether
  2. dry with materialThe combined organic phases are dried over magnesium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-555f924bb5f34b9281cefb88a99250a6
Source dataset
uspto-grants-2010_09
Patent number
US07795253B2

Reaction notes

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