2-(1H-Indazol-3-yl)-1H-isoindole-1,3(2H)-dione → 1-(3-Morpholinopropyl)-3-(3-diethylaminopropylamino)indazole

HRID 484907Notes

Reaction equation

HRID 484907 reaction equation
C1(=O)[N:5]([C:6]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[NH:8][N:7]=2)[C:4](=O)[C:3]2=[CH:16]C=CC=C12.Br.Br[CH2:23][CH2:24][CH2:25][N:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1.[C:32]1(=O)[N:36](C2C3C(=CC=CC=3Cl)NN=2)[C:35](=O)[C:34]2=CC=CC=[C:33]12.Br.BrCCCN(CC)CC>>[O:29]1[CH2:30][CH2:31][N:26]([CH2:25][CH2:24][CH2:23][N:8]2[C:9]3[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:6]([NH:5][CH2:4][CH2:3][CH2:16][N:36]([CH2:32][CH3:33])[CH2:35][CH3:34])=[N:7]2)[CH2:27][CH2:28]1

Participants

5

Reactant 4

HCID 27558572-(1H-Indazol-3-yl)-1H-isoindole-1,3(2H)-dioneHCID 12639158(3-Bromopropyl)diethylamine hydrobromideHCID 132297712-(4-chloro-1H-indazol-3-yl)isoindoline-1,3-dioneHCID 215095384-(3-Bromopropyl)morpholine hydrobromide

Product 1

HCID 132105721-(3-Morpholinopropyl)-3-(3-diethylaminopropylamino)indazole

Procedure

The same procedures as described in Example 89 were repeated except that 8.0 g of 3-phthalimido-indazole and 10.1 g of 3-bromopropylmorpholine hydrobromide were employed instead of the 3-phthalimido-4-chloroindazole and the 4.83 g of 3-bromopropyldiethylamine hydrobromide, respectively. As a result, 8.7 g of 1-(3-morpholinopropyl)-3-(3-diethylaminopropylamino)indazole was obtained.

Sources & evidence

ORD record
ord-58d4ba04fc194307a89d43ae90c2a561
Source dataset
uspto-grants-1985_08
Patent number
US04533731

Reaction notes

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