Dichloromethane → HCID 66633463, compound

HRID 2359929Notes

Reaction equation

HRID 2359929 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[S:9][C:10]([C:13]3[N:18]=[C:17]([C:19]#[N:20])[CH:16]=[CH:15][CH:14]=3)=[CH:11][N:12]=2)[CH:5]=[N:6][CH:7]=1.[CH3:21][O-:22].[Na+].ClCCl>CO>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[S:9][C:10]([C:13]3[N:18]=[C:17]([C:19](=[NH:20])[O:22][CH3:21])[CH:16]=[CH:15][CH:14]=3)=[CH:11][N:12]=2)[CH:5]=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 10942334Sodium MethoxideHCID 66633644HCID 66633644, compound

Product 1

HCID 66633463HCID 66633463, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-[2-(5-Fluoropyridin-3-yl)-1,3-thiazol-5-yl]pyridine-2-carbonitrile (0.33 g, 1.17 mmol) and sodium methoxide (0.13 g, 0.23 mmol) were stirred in methanol (10 ml) and dichloromethane (10 ml) at room temperature for 3 d. The precipitated solid was filtered off and the solvent of the filtrate was removed under reduced pressure. The residue was dissolved in dichloromethane and filtered through Celite. The solvent of the filtrate was removed under reduced pressure. This gave 0.32 g (83% of theory) of methyl 6-[2-(5-fluoropyridin-3-yl)-1,3-thiazol-5-yl]pyridine-2-carboximidoate.

Workup

  1. filtrationThe precipitated solid was filtered off
  2. customthe solvent of the filtrate was removed under reduced pressure
  3. dissolutionThe residue was dissolved in dichloromethane
  4. filtrationfiltered through Celite
  5. customThe solvent of the filtrate was removed under reduced pressure

Sources & evidence

ORD record
ord-57e4c24df4a74e7cb60b8084321b8800
Source dataset
uspto-grants-2014_04
Patent number
US08686004B2

Reaction notes

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