Triethylamine → HCID 13688148, compound

HRID 1902224Notes

Reaction equation

HRID 1902224 reaction equation
[NH2:1][C:2]1[C:3]([C:8]([OH:10])=O)=[N:4][CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.Cl.[NH:19]([CH2:21][C:22](OC)=[O:23])[CH3:20]>CN(C)C=O>[CH3:20][N:19]1[C:8](=[O:10])[C:3]2[N:4]=[CH:5][CH:6]=[CH:7][C:2]=2[NH:1][C:22](=[O:23])[CH2:21]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 738363-Aminopicolinic acidHCID 83544Glycine, N-methyl-, methyl ester, hydrochloride (1:1)

Product 1

HCID 13688148HCID 13688148, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 5.18 g (37.5 mmol) of 3-aminopicolinic acid in 100 ml of dimethylformamide is treated with 6.20 g (38.2 mmol) of N,N'-carbonyldiimidazole and the mixture is stirred at room temperature for 1 hour. To the light brown solution obtained there are added 3.84 g (38 mmol) of triethylamine and 5.30 g (38 mmol) of methyl sarcosinate hydrochloride and the mixture is stirred at the boiling point for 6 hours. After removing the dimethylformamide in vacuo, the residue is crystallized from ethanol. There is obtained 3,4-dihydro-4-methyl-2H-pyrido[3,2-e][1,4]diazepine-2,5(1H)-dione of melting point 272°-274°.

Workup

  1. customTo the light brown solution obtained there
  2. stirringthe mixture is stirred at the boiling point for 6 hours
  3. customAfter removing the dimethylformamide in vacuo
  4. customthe residue is crystallized from ethanol

Sources & evidence

ORD record
ord-ea127d1457b1441aba0ce6640821d570
Source dataset
uspto-grants-1982_12
Patent number
US04362732

Reaction notes

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