Pyridine → 2-(6-Chloro-5-nitro-1-oxoisoquinolin-2(1H)-yl)ethyl acetate

HRID 418511Notes

Reaction equation

HRID 418511 reaction equation
[Cl:1][C:2]1[C:3]([N+:16]([O-:18])=[O:17])=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([CH2:13][CH2:14][OH:15])[CH:6]=[CH:5]2.[C:19](OC(=O)C)(=[O:21])[CH3:20].N1C=CC=CC=1.C(Cl)Cl>>[C:19]([O:15][CH2:14][CH2:13][N:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[C:3]=2[N+:16]([O-:18])=[O:17])[C:8]1=[O:12])(=[O:21])[CH3:20]

Participants

5

Reactant 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 595156676-Chloro-2-(2-hydroxyethyl)-5-nitroisoquinolin-1(2H)-one

Product 1

HCID 595159062-(6-Chloro-5-nitro-1-oxoisoquinolin-2(1H)-yl)ethyl acetate

Procedure

A round bottom flask was charged with 6-chloro-2-(2-hydroxyethyl)-5-nitroisoquinolin-1(2H)-one (400.0 mg, 0.00149 mol), acetic anhydride (0.21 mL, 0.0022 mol), pyridine (0.18 mL, 0.0022 mol) and methylene chloride (20 mL, 0.2 mol) and the reaction was stirred at room temperature overnight. The solvent was removed under reduced pressure to afford the product as a yellow solid.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-9a384d681bab4531918529f92b3c92e8
Source dataset
uspto-grants-2012_01
Patent number
US08093265B2

Reaction notes

Loading…