Phthalimide → HCID 102328870, compound

HRID 1070766Notes

Reaction equation

HRID 1070766 reaction equation
C1(=O)NC(=O)C2=CC=CC=C12.[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([C:41]2[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=2)[N:20]2[CH2:25][CH2:24][N:23]([CH2:26][C:27]#[C:28][CH2:29][N:30]3C(=O)C4C(=CC=CC=4)C3=O)[CH2:22][CH2:21]2)=[CH:15][CH:14]=1.NN.O>>[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([C:41]2[CH:42]=[CH:43][C:44]([F:47])=[CH:45][CH:46]=2)[N:20]2[CH2:21][CH2:22][N:23]([CH2:26][C:27]#[C:28][CH2:29][NH2:30])[CH2:24][CH2:25]2)=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 6809PhthalimideHCID 24654Hydrazine hydrate (1:1)HCID 131724984HCID 131724984, compound

Product 1

HCID 102328870HCID 102328870, compound

Procedure

The reaction of the phthalimide to the amine occurs analogously to Example 21)d): 23.3 g (48 mmol) 2-(4-{4-[bis-(4-fluorophenyl)-methyl]-piperazin-1-yl}-but-2-inyl)-isoindolin-1,3-dione and 4.7 ml (96 mmol) hydrazine.hydrate. The purification occurs by chromatography on silica gel with CHCl3/CH3OH (90/10 to 85/15): Yield 9.8 g (58%).

Workup

  1. customThe purification

Sources & evidence

ORD record
ord-326922122f3b4d2f8ff497bedd5f1758
Source dataset
uspto-grants-2005_06
Patent number
US06903118B1

Reaction notes

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