2-(1H-Indazol-3-yl)-1H-isoindole-1,3(2H)-dione → 1-(3-Piperidinopropyl)-3-aminoindazole

HRID 484898Notes

Reaction equation

HRID 484898 reaction equation
[CH2:1]([N:3]([CH2:18][CH3:19])[CH2:4][CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[C:11](Cl)[CH:12]=[CH:13][CH:14]=2)[C:9]([NH2:17])=[N:8]1)[CH3:2].[C:20]1(=O)N(C2C3C(=CC=CC=3)NN=2)C(=O)C2=CC=CC=C12.Br.BrCCCN1CCCCC1.C1(=O)N(C2C3C(=CC=CC=3Cl)NN=2)C(=O)C2=CC=CC=C12.Br.BrCCCN(CC)CC>>[N:3]1([CH2:4][CH2:5][CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([NH2:17])=[N:8]2)[CH2:18][CH2:19][CH2:20][CH2:2][CH2:1]1

Participants

6

Reactant 5

HCID 27558572-(1H-Indazol-3-yl)-1H-isoindole-1,3(2H)-dioneHCID 12639158(3-Bromopropyl)diethylamine hydrobromideHCID 132293251-(3-Diethylaminopropyl)-3-amino-4-chloroindazoleHCID 132297712-(4-chloro-1H-indazol-3-yl)isoindoline-1,3-dioneHCID 201357721-(3-Bromopropyl)piperidine Hydrobromide

Product 1

HCID 30288641-(3-Piperidinopropyl)-3-aminoindazole

Procedure

The same procedures for preparing 1-(3-diethylaminopropyl)-3-amino-4-chloroindazole as described in Example 89 were repeated except that 8 g of 3-phthalimidoindazole and 10 g of 3-bromopropylpiperidine hydrobromide were employed instead of the 3-phthalimido-4-chloroindazole and the 3-bromopropyldiethylamine hydrobromide, respectively. As a result, 12.3 g of 1-(3-piperidinopropyl)-3-aminoindazole was obtained.

Sources & evidence

ORD record
ord-14737014e3cd42a69b27867cd083e20e
Source dataset
uspto-grants-1985_08
Patent number
US04533731

Reaction notes

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