Pyridine → HCID 89801871, compound

HRID 591176Notes

Reaction equation

HRID 591176 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][C:7]=1[CH3:8].[N:15]1C=CC=C[CH:16]=1>>[C:16]([C:2]1[N:3]=[N:4][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][C:7]=1[CH3:8])#[N:15]

Participants

3

Reactant 2

HCID 1049PyridineHCID 1199993-Chloro-4-methyl-6-phenylpyridazine

Product 1

HCID 89801871HCID 89801871, compound

Procedure

Add 1.25 g (6.1 mol) 3-chloro-4-methyl-6-phenyl pyridazine, 0.99 g (11.0 mol) cuprous cyanide and 20 mL pyridine into 50 mL pressure reaction tube, allow the mixture react for 24 hours at 130° C. then cool down and filtrate, and wash the cake three times with 50 mL ethyl acetate, and the organic phase is washed twice with 100 mL 1N HCl, following by drying with anhydrous sodium sulfate, and brown solid compound, crude product 2, is obtained after concentration, the crude product can be directly used in the next step reaction without further purification, MS: 196.0 (M+H+).

Workup

  1. custominto 50 mL pressure reaction tube
  2. customreact for 24 hours at 130° C.
  3. temperaturethen cool down
  4. washfiltrate, and wash the cake three times with 50 mL ethyl acetate
  5. washthe organic phase is washed twice with 100 mL 1N HCl
  6. dry with materialby drying with anhydrous sodium sulfate, and brown solid compound, crude product 2
  7. customis obtained
  8. concentrationafter concentration
  9. customthe crude product can be directly used in the next step reaction without further purification, MS

Sources & evidence

ORD record
ord-8d5f2c5cff84411b82b8b255b096fd9d
Source dataset
uspto-grants-2016_01
Patent number
US09238643B2

Reaction notes

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