4-Methylmorpholine → HCID 86696414, compound

HRID 870712Notes

Reaction equation

HRID 870712 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[F:7][C:8]([F:22])([F:21])[C:9]([NH:11][CH2:12][CH2:13][NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:10].CN1CCOCC1>C(OCC)(=O)C>[CH2:5]([O:4][C:2](=[O:3])[N:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:13][CH2:12][NH:11][C:9](=[O:10])[C:8]([F:7])([F:21])[F:22])[CH3:6]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 10928Ethyl chloroformateHCID 54438168HCID 54438168, compound

Product 1

HCID 86696414HCID 86696414, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Ethyl chloroformate [541-41-3] (1.4 mL, 14.7 mmol) was added to an ambient temperature solution of 2,2,2-trifluoro-N-(2-phenylamino-ethyl)-acetamide (3.4 g, 14.6 mmol) and N-methyl morpholine [109-02-4] (2.0 mL, 17.7 mmol) in ethyl acetate (145 mL) and stirred under N2 blanket for 17 h. The reaction suspension was then washed with dilute aqueous hydrochloric acid, brine, dried (MgSO4), evaporated and carried on to the next synthetic step without further isolation.

Workup

  1. washThe reaction suspension was then washed with dilute aqueous hydrochloric acid, brine
  2. dry with materialdried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-6349bd3390d345548793aa56a41f9af7
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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