Sodium Cyanide → HCID 9994809, compound

HRID 2116462Notes

Reaction equation

HRID 2116462 reaction equation
[C-:1]#[N:2].[Na+].[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:13]3[CH:24]=[CH:23][N:22]([CH2:25][CH3:26])[C:14]=3[N:15]=[C:16](S(C)(=O)=O)[N:17]=2)=[CH:7][CH:6]=1>CS(C)=O>[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:13]3[CH:24]=[CH:23][N:22]([CH2:25][CH3:26])[C:14]=3[N:15]=[C:16]([C:1]#[N:2])[N:17]=2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 69212262HCID 69212262, compound

Product 1

HCID 9994809HCID 9994809, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
90 °C

Procedure

Sodium cyanide (0.103 g) was added to a solution of the product from step (iii) (0.37 g) in dimethylsulphoxide (10 ml) and heated at 90° C. for 48 h. The mixture was partitioned between ethyl acetate and water, the organics dried (MgSO4) and evaporated under reduced pressure. The residue was purified by RPHPLC eluting with 29-95% acetonitrile in aqueous trifluoroacetic acid. Yield 0.14 g

Workup

  1. customThe mixture was partitioned between ethyl acetate and water
  2. dry with materialthe organics dried (MgSO4)
  3. customevaporated under reduced pressure
  4. customThe residue was purified by RPHPLC
  5. washeluting with 29-95% acetonitrile in aqueous trifluoroacetic acid

Sources & evidence

ORD record
ord-cd6f89f483764c1188e0e159ce79008f
Source dataset
uspto-grants-2008_10
Patent number
US07439240B2

Reaction notes

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