4-Aminopyridine → HCID 54712461, compound

HRID 1587713Notes

Reaction equation

HRID 1587713 reaction equation
[OH:1][C:2]1[C:3]2[S:16][CH:15]=[CH:14][C:4]=2[NH:5][C:6](=[O:13])[C:7]=1[C:8]([O:10]CC)=O.[NH2:17][C:18]1[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=1.C1(C)C(C)=CC=CC=1>CN(C)C=O>[OH:1][C:2]1[C:3]2[S:16][CH:15]=[CH:14][C:4]=2[NH:5][C:6](=[O:13])[C:7]=1[C:8]([NH:17][C:18]1[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=1)=[O:10]

Participants

5

Reactant 3

HCID 17274-AminopyridineHCID 7237O-XyleneHCID 54710119HCID 54710119, compound

Product 1

HCID 54712461HCID 54712461, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 2.48 g (10.4 mmols) of ethyl 4,5-dihydro-7-hydroxy-5-oxothieno[3,2-b]pyridine-6-carboxylate [J. Chem. Res. (S), 6 (1980); J. Chem. Res. (M), 113 (1980)], 1.01 g (10.7 mmols) of 4-aminopyridine, 50 ml of xylene and 10 ml of dimethylformamide was heated at 140° C. for an hour. After completion of the reaction, insoluble matters were filtered and tritylated with dimethylformamide with heating to give 1.99 g (yield: 67%) of Compound 2.

Workup

  1. customAfter completion of the reaction, insoluble matters
  2. filtrationwere filtered
  3. temperaturewith heating

Sources & evidence

ORD record
ord-2c94fb6ae6784a99b485d1c0569d815f
Source dataset
uspto-grants-1993_06
Patent number
US05219864

Reaction notes

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