Dimethylformamide → HCID 178484361, compound

HRID 1889042Notes

Reaction equation

HRID 1889042 reaction equation
[NH2:1][C:2]([C:4]1[N:8]2[CH2:9][CH2:10][N:11]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:12][C:7]2=[N:6][N:5]=1)=[S:3].[CH3:20][N:21]([CH3:24])[CH:22]=O>>[CH3:20][N:21](/[CH:24]=[N:1]/[C:2]([C:4]1[N:8]2[CH2:9][CH2:10][N:11]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:12][C:7]2=[N:6][N:5]=1)=[S:3])[CH3:22]

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 866667421,1-Dimethylethyl 3-(aminocarbonothioyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate

Product 1

HCID 178484361HCID 178484361, compound

Procedure

A mixture of 1,1-dimethylethyl 3-(aminocarbonothioyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate (I112) (99 mg, 0.349 mmol) in N,N-dimethylformamide (DMF) dimethyl acetal (3 ml, 22.41 mmol) was stirred at room temperature for 1 h. The mixture became red/orange and never went to a clear solution. The DMF dimethyl acetal was evaporated and the product triturated with ether to give an orange solid of desired product in 118 mg.

Workup

  1. customThe DMF dimethyl acetal was evaporated
  2. customthe product triturated with ether

Sources & evidence

ORD record
ord-25a6f80e750f49e1b9559e37599bc20d
Source dataset
uspto-grants-2013_08
Patent number
US08501946B2

Reaction notes

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