2-Methoxyethylamine → HCID 70374171, compound

HRID 1199055Notes

Reaction equation

HRID 1199055 reaction equation
[CH3:1][O:2][C:3]1[N:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([N:13]3[C:21](=[O:22])[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH:14]3[O:23][CH2:24][C:25](O)=[O:26])=[N:10]2)=[CH:5][CH:4]=1.[CH3:28][O:29][CH2:30][CH2:31][NH2:32]>CN(C)C=O>[CH3:1][O:2][C:3]1[N:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([N:13]3[C:21](=[O:22])[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH:14]3[O:23][CH2:24][C:25]([NH:32][CH2:31][CH2:30][O:29][CH3:28])=[O:26])=[N:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 19867644HCID 19867644, compound

Product 1

HCID 70374171HCID 70374171, compoundYield 82.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedure is as in Example 44, but starting with [2-(7-methoxy-1,8-naphthyridin-2-yl)-3-oxo-1-isoindolinyloxy]acetic acid (3.5 g) in anhydrous dimethylformamide (80 cc), N,N'-carbonyldiimidazole (1.6 g) and 2-methoxyethylamine (0.65 g). After recrystallization in ethanol, [2-(7-methoxy-1,8-naphthyridin-2-yl)-3-oxo-1isoindolinyloxy]-N-(2-methoxyethyl)acetamide (3 g), m.p. 172° C., is obtained.

Workup

  1. customAfter recrystallization in ethanol

Sources & evidence

ORD record
ord-8b0dc9963f7248d4838ab4e30c8895cd
Source dataset
uspto-grants-1990_02
Patent number
US04898871

Reaction notes

Loading…