Potassium Cyanide → HCID 77230192, compound

HRID 1675794Notes

Reaction equation

HRID 1675794 reaction equation
[Br:1][C:2]1[CH:7]=[N:6][C:5]([Cl:8])=[C:4]2[NH:9][CH:10]=[C:11]([CH2:12]N(C)C)[C:3]=12.[C-:16]#[N:17].[K+]>CN(C=O)C.O>[Br:1][C:2]1[CH:7]=[N:6][C:5]([Cl:8])=[C:4]2[NH:9][CH:10]=[C:11]([CH2:12][C:16]#[N:17])[C:3]=12

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 86619738HCID 86619738, compound

Product 1

HCID 77230192HCID 77230192, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of [(4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridin-3-yl)methyl]dimethylamine from Step A (195 mg, 0.676 mmol) and potassium cyanide (440 mg, 6.76 mmol) in DMF (0.5 mL) and H2O (0.5 mL) was heated at 100° C. for 2 h. The reaction mixture was partitioned between EtOAc (20 mL) and H2O (10 mL). The layers were separated and the organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to give the title compound. MS: m/z=272 (M+1).

Workup

  1. customThe reaction mixture was partitioned between EtOAc (20 mL) and H2O (10 mL)
  2. customThe layers were separated
  3. dry with materialthe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5df41476ad5c484ca28c13b4c1ab17f7
Source dataset
uspto-grants-2011_08
Patent number
US08003792B2

Reaction notes

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