Triethylamine → HCID 13300861, compound

HRID 325605Notes

Reaction equation

HRID 325605 reaction equation
Cl[C:2]1[C:3]([C:8]#[N:9])=[N:4][CH:5]=[CH:6][N:7]=1.Cl.[CH3:11][O:12][C:13](=[O:16])[CH2:14][NH2:15].C(N(CC)CC)C>CCOCC>[C:8]([C:3]1[C:2]([NH:15][CH2:14][C:13]([O:12][CH3:11])=[O:16])=[N:7][CH:6]=[CH:5][N:4]=1)#[N:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 122755Glycine methyl ester hydrochlorideHCID 2924653-Chloropyrazine-2-carbonitrile

Product 1

HCID 13300861HCID 13300861, compoundYield 22.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In 8 ml of ether there was dissolved chlorocyanopyrazine (0.42 g; 0.003 M) prepared in Step B above, after which there was added glycine methyl ester hydrochloride (378 mg; 0.003 M), followed by triethylamine (607 mg, 0.84 ml; 0.006 M). The reaction mixture was stirred at room temperature overnight. The resulting precipitate was filtered, washed twice with ether, and the filtrate concentrated under vacuum, then passed through a silica gel column and eluted with dichloromethane to give the title compound (130 mg).

Workup

  1. customprepared in Step B above, after which there
  2. filtrationThe resulting precipitate was filtered
  3. washwashed twice with ether
  4. concentrationthe filtrate concentrated under vacuum
  5. washeluted with dichloromethane

Sources & evidence

ORD record
ord-9462b0d1115648368f55848b14e26ddf
Source dataset
uspto-grants-1984_04
Patent number
US04442096

Reaction notes

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