1,4-Dioxa-8-azaspiro(4.5)decane → HCID 70374363, compound

HRID 1199056Notes

Reaction equation

HRID 1199056 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.[O:28]1[C:32]2([CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[O:31][CH2:30][CH2:29]1>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[CH:14]([O:23][CH2:24][C:25]([N:35]4[CH2:36][CH:37]5[O:28][CH2:29][CH2:30][O:31][CH:32]5[CH2:33][CH2:34]4)=[O:27])[C:15]4[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=4)[C:21]3=[O:22])=[N:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 19867644HCID 19867644, compound

Product 1

HCID 70374363HCID 70374363, compoundYield 81.7%

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,N'-carbonyldiimidazole (1.35 g) and 1,4-dioxa-8-azaspiro[4.5]decane (1 g). After two successive recrystallizations in carbon tetrachloride and isopropyl ether, 2-(7-methoxy-1,8-naphthyridin-2-yl)-3-[2-(4-ethylenedioxypiperidino)-2-oxoethoxy]-1-isoindolinone (2.8 g), m.p. 137° C., is obtained.

Workup

  1. customAfter two successive recrystallizations in carbon tetrachloride

Sources & evidence

ORD record
ord-13c83fbfd2534ae7a363751b0ba4c40e
Source dataset
uspto-grants-1990_02
Patent number
US04898871

Reaction notes

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