Pyridine → HCID 12800072, compound

HRID 1902174Notes

Reaction equation

HRID 1902174 reaction equation
[CH3:1][C:2]1[N:3]([NH2:8])[C:4]([CH3:7])=[CH:5][CH:6]=1.N1C=CC=CC=1.[Cl:15][CH2:16][C:17](Cl)=[O:18]>C(OCC)(=O)C.C(Cl)Cl>[CH3:1][C:2]1[N:3]([NH:8][C:17](=[O:18])[CH2:16][Cl:15])[C:4]([CH3:7])=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 136591Pyrrole, 2,5-dimethyl-N-amino-

Product 1

HCID 12800072HCID 12800072, compoundYield 54.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 1 (13.2 g) and pyridine (9.48 g) were stripped in ethyl acetate (200 ml) at room temperature with dropwise addition of 13.56 g chloroacetyl chloride. The mixture was stirred overnight, stripped, dissolved in methylene chloride, washed with water, dried and stripped. The residue was chromatographed in a silica gel (325 g) column (chloroform elution), to yield the title product (12.27 g).

Workup

  1. washwashed with water
  2. customdried
  3. customThe residue was chromatographed in a silica gel (325 g) column (chloroform elution)

Sources & evidence

ORD record
ord-59697e331b5746e9be88aebd51613278
Source dataset
uspto-grants-1982_12
Patent number
US04362548

Reaction notes

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