Triethylamine → HCID 66925669, compound

HRID 1944124Notes

Reaction equation

HRID 1944124 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:12][CH2:13][NH2:14])[CH:5]=[C:6]([O:10][CH3:11])[C:7]=1[O:8][CH3:9].C(N(CC)CC)C.[CH2:22]([O:24][C:25](Cl)=[O:26])[CH3:23].C([O-])(O)=O.[Na+]>ClCCl>[CH2:22]([O:24][C:25](=[O:26])[NH:14][CH2:13][CH2:12][C:4]1[CH:5]=[C:6]([O:10][CH3:11])[C:7]([O:8][CH3:9])=[C:2]([F:1])[CH:3]=1)[CH3:23]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 516892Sodium BicarbonateHCID 13487723HCID 13487723, compound

Product 1

HCID 66925669HCID 66925669, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(3-fluoro-4,5-dimethoxy-phenyl)-ethylamine (576 mg) and triethylamine (0.8 ml) in dichloromethane (20 ml) was added dropwise at 0° C. ethylchloroformate (300 μl). The mixture was stirred for 1 h, poured into ice water, neutralized with NaHCO3 and extracted with dichloromethane. The organic layers were separated, dried (MgSO4), filtered and concentrated in vacuo. The residue was passed through a short silica column (heptane/ethyl acetate as eluent).

Workup

  1. extractionextracted with dichloromethane
  2. customThe organic layers were separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6c66e238ee774787ad9f6f2edea6c420
Source dataset
uspto-grants-2013_03
Patent number
US08394789B2

Reaction notes

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