Water → HCID 57461817, compound

HRID 1020384Notes

Reaction equation

HRID 1020384 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[N:11]1[N:12]=[C:13]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:14]2[CH2:19][CH2:18][NH:17][CH2:16][C:15]=12.C(N(C(C)C)CC)(C)C.O>C(#N)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:17]2[CH2:18][CH2:19][N:14]3[C:13]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[N:12][N:11]=[C:15]3[CH2:16]2)=[N:3][CH:4]=1)([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 962WaterHCID 783082-Chloro-5-nitropyridineHCID 81531DiisopropylethylamineHCID 17998728Ethyl 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylate

Product 1

HCID 57461817HCID 57461817, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

2-Chloro-5-nitropyridine (0.97 g, 5.5 mmol), ethyl 5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylate (1.0 g, 5.1 mmol), and diisopropylethylamine (2 mL) were mixed in acetonitrile (5 mL), and heated to 80° C. for one h. The mixture was poured into water, and the precipitate was collected by filtration. The precipitate was washed with water, then by ether, and dried in a vacuum oven overnight to give 1.2 gram of product C-12 (75% yield).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washThe precipitate was washed with water
  3. dry with materialby ether, and dried in a vacuum oven overnight

Sources & evidence

ORD record
ord-df2e37022a6f46679762d25af7c59326
Source dataset
uspto-grants-2014_05
Patent number
US08716312B2

Reaction notes

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