4-Methylmorpholine → HCID 86613239, compound

HRID 1511826Notes

Reaction equation

HRID 1511826 reaction equation
[CH3:1][C:2]1([CH3:16])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[O:3]1.Cl[C:18]([O:20][CH2:21][CH2:22][O:23][CH3:24])=[O:19].CN1CCOCC1>O1CCCC1>[CH3:24][O:23][CH2:22][CH2:21][O:20][C:18](=[O:19])[NH:15][C:12]1[CH:13]=[CH:14][C:9]([B:4]2[O:3][C:2]([CH3:16])([CH3:1])[C:6]([CH3:7])([CH3:8])[O:5]2)=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 694002-Methoxyethyl chloroformateHCID 27346204-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Product 1

HCID 86613239HCID 86613239, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

107 mg of 4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenylamine (0.48 mmol) were dissolved in tetrahydrofuran. 96 mg of 2-methoxyethyl chloroformate (0.68 mmol) and 79 mg of N-methylmorpholine (0.78 mmol) were added at room temperature. The mixture was left to stir at room temperature for 1 day, precipitated solid was filtered off and the solvent was removed under reduced pressure. This gave a yellowish oil which was used without further purification in the next reaction.

Workup

  1. waitThe mixture was left
  2. customprecipitated solid
  3. filtrationwas filtered off
  4. customthe solvent was removed under reduced pressure
  5. customThis gave a yellowish oil which
  6. customwas used without further purification in the next reaction

Sources & evidence

ORD record
ord-7fad02cbd1224f41b50555494b1e83d0
Source dataset
uspto-grants-2012_07
Patent number
US08217042B2

Reaction notes

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