4-Chloro-7-methyl isatin → 4-(5-Chloro-8-methyl-9H-1,2,3a,4,9,10-hexaaza-cyclopenta[b]fluoren-3-ylmethyl)-phenol

HRID 1822907Notes

Reaction equation

HRID 1822907 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.[NH2:14][N:15]1[C:19]([NH2:20])=[N:18][N:17]=[C:16]1[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=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:20][C:19]2=[N:18][N:17]=[C:16]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=3)[N:15]2[N:14]=1

Participants

3

Reactant 2

HCID 18105094-Chloro-7-methyl isatinHCID 219193134-[(4,5-Diamino-4H-1,2,4-triazol-3-yl)methyl]phenol

Product 1

HCID 1355376504-(5-Chloro-8-methyl-9H-1,2,3a,4,9,10-hexaaza-cyclopenta[b]fluoren-3-ylmethyl)-phenol

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 4-(4,5-diamino-4H-[1,2,4]triazol-3-ylmethyl)-phenol (144 mg) was used for the preparation.

Workup

  1. customwas used for the preparation

Sources & evidence

ORD record
ord-c797d0bf6927468c8b7840d6c7cf44d5
Source dataset
uspto-grants-2006_05
Patent number
US07037909B2

Reaction notes

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