3-Pyridineacetic acid → HCID 86811285, compound

HRID 1049707Notes

Reaction equation

HRID 1049707 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]([OH:10])=O)[CH:2]=1.C(Cl)(=O)C([Cl:14])=O>ClCCl.CN(C)C=O>[ClH:14].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]([Cl:14])=[O:10])[CH:2]=1

Participants

5

Reactant 2

HCID 1083-Pyridineacetic acidHCID 65578Oxalyl chloride

Product 1

HCID 86811285HCID 86811285, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

3-Pyridylacetic acid (41 mg, 0.3 mmol) was dissolved in dry dichloromethane (1 mL), the solution was added with dimethylformamide (1 drop), and oxalyl chloride (0.03 mL, 0.36 mmol), and the mixture was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure to give 3-pyridylacetyl chloride hydrochloride. By using this compound and 5-(4-aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione (63 mg, 0.2 mmol) obtained in Example 1, (3), the title compound (6.2 mg, yield 7%) was obtained as yellow amorphous in the same manner as that of Example 1, (4).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-4e2bacec58114c9a9800844e86365a2c
Source dataset
uspto-grants-2016_07
Patent number
US09382236B2

Reaction notes

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