Triethylamine → HCID 57674748, compound

HRID 490224Notes

Reaction equation

HRID 490224 reaction equation
C(O[CH:4]=[C:5]([C:8]#[N:9])[C:6]#[N:7])C.Cl.[NH2:11][CH2:12][CH2:13][NH:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)=[O:16].C(N(CC)CC)C>C(#N)C>[C:6]([C:5]([C:8]#[N:9])=[CH:4][NH:11][CH2:12][CH2:13][NH:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)=[O:16])#[N:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 671522-(Ethoxymethylene)propanedinitrileHCID 2303306894319-99-0

Product 1

HCID 57674748HCID 57674748, compoundYield 68.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

After adding acetonitrile (100 mL) and ethoxymethylenemalononitrile (4.5 g) to N-(2-aminoethyl)(4-fluorophenyl)carboxamide hydrochloride (8.3 g), a solution of triethylamine (4.5 g) in acetonitrile (20 mL) was added thereto. After stirring at room temperature for 15 minutes, the solvent was distilled off under reduced pressure, water and ethyl acetate were added to the residue, and the mixture was stirred. The precipitated solid was filtered out to obtain the crude title compound (6.5 g) as a brown solid.

Workup

  1. distillationthe solvent was distilled off under reduced pressure, water and ethyl acetate
  2. additionwere added to the residue
  3. stirringthe mixture was stirred
  4. filtrationThe precipitated solid was filtered out

Sources & evidence

ORD record
ord-7113afc0302347c893befd036be00967
Source dataset
uspto-grants-2009_05
Patent number
US07528140B2

Reaction notes

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