Pyridine → 2-Dimethylaminopyridine

HRID 968966Notes

Reaction equation

HRID 968966 reaction equation
C(OC(=O)C)(=O)C.C1(=O)OC(=O)CC1.C1(=O)OC(=O)C=C1.[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[CH2:28]([N:30](CC)[CH2:31]C)C>C(Cl)(Cl)Cl.C(Cl)Cl.O1CCCC1.C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH3:28][N:30]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][N:22]=1)[CH3:31]

Participants

11

Reactant 5

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 7922Succinic anhydrideHCID 7923Maleic AnhydrideHCID 8471Triethylamine

Product 1

HCID 218852-Dimethylaminopyridine

Reagents, catalysts & solvents 5

HCID 1140TolueneSolventHCID 6212ChloroformSolventHCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

For the production of compound (1) wherein R5 is RB, for example, as shown by the following formulas, compound (1-1) obtained in Step 3A is reacted with acid anhydride such as acetic anhydride, succinic anhydride, maleic anhydride and the like or acyl halide in chloroform, methylene chloride, tetrahydrofuran, toluene, ethyl acetate and the like or a mixed solvent thereof, in the presence of a base such as pyridine, triethylamine, dimethylaminopyridine and the like, whereby compound (1-8) can be obtained.

Sources & evidence

ORD record
ord-d9defc93a7fd42fa9047fab8f71fa76c
Source dataset
uspto-grants-2007_12
Patent number
US07304174B2

Reaction notes

Loading…