Butylamine → HCID 19867649, compound

HRID 1199053Notes

Reaction equation

HRID 1199053 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.[CH2:28]([NH2:32])[CH2:29][CH2:30][CH3:31]>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][CH2:28][CH2:29][CH2:30][CH3:31])=[O:27])=[N:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 8007ButylamineHCID 19867644HCID 19867644, compound

Product 1

HCID 19867649HCID 19867649, compoundYield 56%

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 (4.5 g) in anhydrous dimethylformamide (100 cc), N,N'-carbonyldiimidazole (2 g) and butylamine (0.73 g). After recrystallization in acetonitrile, [2-(7-methoxy-1,8-naphthyridin-2-yl)-3-oxo-1-isoindolinyloxy]-N-butylacetamide (2.35 g), m.p. 170° C., is obtained.

Workup

  1. customAfter recrystallization in acetonitrile

Sources & evidence

ORD record
ord-4d6bc00fc4564482a1dcae5e0eb08bba
Source dataset
uspto-grants-1990_02
Patent number
US04898871

Reaction notes

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