4-Chloro-7-methyl isatin → 5-Chloro-3-(4-fluoro-benzyl)-8-methyl-9H-1,2,3a,4,9,10-hexaazacyclopenta[b]fluorene

HRID 1822905Notes

Reaction equation

HRID 1822905 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]2[C:3]=1[C:4](=O)[C:5](=O)[NH:6]2.[F:14][C:15]1[CH:28]=[CH:27][C:18]([CH2:19][C:20]2[N:21]([NH2:26])[C:22]([NH2:25])=[N:23][N:24]=2)=[CH:17][CH:16]=1>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]2[C:3]=1[C:4]1[C:5]([NH:6]2)=[N:25][C:22]2=[N:23][N:24]=[C:20]([CH2:19][C:18]3[CH:27]=[CH:28][C:15]([F:14])=[CH:16][CH:17]=3)[N:21]2[N:26]=1

Participants

3

Reactant 2

HCID 18105094-Chloro-7-methyl isatinHCID 219193225-[(4-Fluorophenyl)methyl]-4H-1,2,4-triazole-3,4-diamine

Product 1

HCID 1354548455-Chloro-3-(4-fluoro-benzyl)-8-methyl-9H-1,2,3a,4,9,10-hexaazacyclopenta[b]fluorene

Procedure

According to the general cyclization procedure (for Example 27), 0.60 mmol of 4-chloro-7-methyl-1H-indole-2,3-dione (117.5 mg) and 0.70 mmol of 5-(4-fluoro-benzyl)-[1,2,4]triazole-3,4-diamine (145 mg) was used for the preparation.

Workup

  1. customwas used for the preparation

Sources & evidence

ORD record
ord-30276b5c0a0f4086ab85220bc9691d52
Source dataset
uspto-grants-2006_05
Patent number
US07037909B2

Reaction notes

Loading…