Triethylamine → HCID 28431408, compound

HRID 2114823Notes

Reaction equation

HRID 2114823 reaction equation
Br[CH2:2][C:3]([O:5][CH3:6])=[O:4].C(N(CC)CC)C.[F:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH2:20])=[CH:17][CH:16]=1>C1COCC1>[F:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH:20][CH2:2][C:3]([O:5][CH3:6])=[O:4])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 60984Methyl bromoacetateHCID 673264-Fluorobenzylamine

Product 1

HCID 28431408HCID 28431408, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl bromoacetate (24.0 mL, 253.5 mmol) in anhydrous THF (264 mL) was added triethylamine (35.34 mL, 253.5 mmol). The cloudy mixture was treated rapidly with 4-fluorobenzylamine (30.3 mL, 263.7 mmol), and the resulting viscous mixture was stirred at ambient temperature under inert atmosphere for 18 h. TH was removed in vacuo, and the residue was suspended in diethyl ether. The mixture was filtered and the solids washed with excess diethyl ether. Concentration of the filtrate in vacuo afforded the product as a light yellow oil.

Workup

  1. customTH was removed in vacuo
  2. filtrationThe mixture was filtered
  3. washthe solids washed with excess diethyl ether

Sources & evidence

ORD record
ord-f06b0db59df741fba16f058058daa41f
Source dataset
uspto-grants-2008_10
Patent number
US07435735B2

Reaction notes

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