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

HRID 580178Notes

Reaction equation

HRID 580178 reaction equation
[CH2:1]([N:3]([CH2:18]C)[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)C.[C:20]1(=O)N(C2C3C(=CC=CC=3)NN=2)C(=O)C2=CC=CC=C12.Br.CC(N(C)C)CCBr.C1(=O)N(C2C3C(=CC=CC=3Cl)NN=2)C(=O)C2=CC=CC=C12.Br.BrCCCN(CC)CC>>[CH3:18][N:3]([CH3:1])[CH:4]([CH3:20])[CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([NH2:17])=[N:8]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 201357911-Methyl-3-bromopropyldimethylamine hydrobromide

Product 1

HCID 132105851-(3-Dimethylaminobutyl)-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 8.6 g of (1-methyl-3-bromopropyl)dimethylamine hydrobromide were employed instead of the 3-phthalimido-4-chloroindazole and the 3-bromopropyldiethylamine hydrobromide, respectively. As a result, 9.2 g of 1-(3-dimethylaminobutyl)-3-aminoindazole was obtained.

Sources & evidence

ORD record
ord-1c2a83ad19fb4c03b3593ca7211e2660
Source dataset
uspto-grants-1988_06
Patent number
US04751302

Reaction notes

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