Formamidine acetate → HCID 24855499, compound

HRID 912671Notes

Reaction equation

HRID 912671 reaction equation
[NH2:1][C:2]1[C:3](=[O:21])[NH:4][C:5](=[S:20])[N:6]([CH:9]([C:11]2[NH:15][C:14]3[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=3[N:12]=2)[CH3:10])[C:7]=1[NH2:8].[C:22](O)(=O)C.C(N)=N>CS(C)=O>[NH:12]1[C:13]2[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=2[N:15]=[C:11]1[CH:9]([N:6]1[C:7]2[N:8]=[CH:22][NH:1][C:2]=2[C:3](=[O:21])[NH:4][C:5]1=[S:20])[CH3:10]

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 86631121HCID 86631121, compound

Product 1

HCID 24855499HCID 24855499, compoundYield 11%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

To 5,6-diamino-1-[1-(1H-benzimidazol-2-yl)ethyl]-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (obtained from Example 9(c)) in DMSO (2 mL) was added formamidine acetate (0.058 g, 0.56 mmol) and the reaction was heated to 80° C. for 2 h and 10 min. Purification of the crude product using preparative HPLC gave the title compound (0.025 g, 11%) as a solid.

Workup

  1. customPurification of the crude product

Sources & evidence

ORD record
ord-bc6bba79f0ec448c9c3d93b2d9d4634b
Source dataset
uspto-grants-2011_09
Patent number
US08026244B2

Reaction notes

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