Ethylamine → HCID 58045931, compound

HRID 657902Notes

Reaction equation

HRID 657902 reaction equation
Cl.[NH2:2][C:3]1[N:7]2[N:8]=[C:9]([C:14]([O:16]C)=O)[C:10]([CH3:13])=[C:11]([CH3:12])[C:6]2=[N:5][N:4]=1.[CH2:18]([NH2:20])[CH3:19]>CO>[CH2:18]([NH:20][C:14]([C:9]1[C:10]([CH3:13])=[C:11]([CH3:12])[C:6]2[N:7]([C:3]([NH2:2])=[N:4][N:5]=2)[N:8]=1)=[O:16])[CH3:19]

Participants

4

Reactant 2

HCID 6341Ethylamine2×HCID 66935889HCID 66935889, compound

Product 1

HCID 58045931HCID 58045931, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

Methyl 3-amino-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazine-6-carboxylate hydrochloride (W1.145; 200 mg) was dissolved in methanol, cooled to 0° C., slowly admixed dropwise with ethylamine (1.81 ml; 2 M in THF) and stirred at 0° C. for 6 h. Then a further equivalent of ethylamine was added and the mixture was left to stand at RT over the weekend. Subsequently, the mixture was concentrated and purified using silica gel (24 g cartridge, dichloromethane/methanol gradient of 0-20% in 60 min). 149 mg of the title compound were obtained.

Workup

  1. waitthe mixture was left
  2. customto stand at RT over the weekend
  3. concentrationSubsequently, the mixture was concentrated
  4. custompurified
  5. customsilica gel (24 g cartridge, dichloromethane/methanol gradient of 0-20% in 60 min)

Sources & evidence

ORD record
ord-42f783fc77894580afc8b78bd779cd6b
Source dataset
uspto-grants-2011_12
Patent number
US08076336B2

Reaction notes

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