Ethyl formate → HCID 135732756, compound

HRID 349565Notes

Reaction equation

HRID 349565 reaction equation
Cl.Cl.[N:3]1[N:7]2[CH2:8][CH2:9][CH2:10][NH:11][C:6]2=[C:5]([CH2:12][CH2:13][NH2:14])[CH:4]=1.[CH:15](OCC)=[O:16].C[O-].[Na+]>CO>[N:3]1[N:7]2[CH2:8][CH2:9][CH2:10][NH:11][C:6]2=[C:5]([CH2:12][CH2:13][NH:14][CH:15]=[O:16])[CH:4]=1

Participants

5

Reactant 3

HCID 8025Ethyl formateHCID 10942334Sodium MethoxideHCID 135732759HCID 135732759, compound

Product 1

HCID 135732756HCID 135732756, compoundYield 62.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 2-(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)ethylamine dihydrochloride (2.36 g) and ethyl formate (40 g) in methanol (20 ml) was added 28% sodium methoxide solution in methanol (4.0 g), and the mixture was stirred under reflux for 16 hours. The insoluble materials were filtered off using Celite, and the filtrate was concentrated in vacuo. The residue was triturated with acetonitrile and dried in vacuo to give N-[2-(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)ethyl]formamide (1.2 g) as a solid.

Workup

  1. temperatureunder reflux for 16 hours
  2. filtrationThe insoluble materials were filtered off
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was triturated with acetonitrile
  5. customdried in vacuo

Sources & evidence

ORD record
ord-3a56b322242647fc945d1af64fbcd4c3
Source dataset
uspto-grants-2007_02
Patent number
US07179801B2

Reaction notes

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