Isoamylamine → HCID 70374156, compound

HRID 1199058Notes

Reaction equation

HRID 1199058 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]([OH:27])=O)=[N:10]2)=[CH:5][CH:4]=1.[CH3:28][CH:29]([CH3:33])[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][CH:29]([CH3:33])[CH3:28])=[O:27])=[N:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7894IsoamylamineHCID 19867644HCID 19867644, compound

Product 1

HCID 70374156HCID 70374156, compoundYield 80.6%

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 g) in anhydrous dimethylformamide (65 cc), N,'-carbonyldiimidazole (1.3 g) and 3-methylbutylamine (0.61 g). After recrystallization in ethanol, [2-(7-methoxy-1,8-naphthyridin-2-yl)-3-oxo-1isoindolinyloxy]-N-(3-methylbutyl)acetamide (2.45 g), m.p. 136° C., is obtained.

Workup

  1. customAfter recrystallization in ethanol

Sources & evidence

ORD record
ord-d9d5622b46564919b706bcbf313b4695
Source dataset
uspto-grants-1990_02
Patent number
US04898871

Reaction notes

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