1-Methylpiperazine → 12-Chloro-9-(4-methyl-piperazin-1-yl)-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

HRID 513764Notes

Reaction equation

HRID 513764 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:13](=[C:14]3[C:19]=1[CH:18]=[CH:17][CH:16]=[N:15]3)[NH:12][S:11](=[O:21])(=[O:20])[C:10]1[C:5]2=[CH:6][C:7](F)=[CH:8][CH:9]=1.[CH3:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>CN1C(=O)CCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:13](=[C:14]3[C:19]=1[CH:18]=[CH:17][CH:16]=[N:15]3)[NH:12][S:11](=[O:21])(=[O:20])[C:10]1[C:5]2=[CH:6][C:7]([N:27]2[CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 6818318212-Chloro-9-fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

Product 1

HCID 6818335112-Chloro-9-(4-methyl-piperazin-1-yl)-5H-6-thia-4,5-diaza-chrysene 6,6-dioxideYield 28.1%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In a similar fashion using route 51 general procedure 118, 12-chloro-9-fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 503 (100 mg, 0.3 mmol), 1-methyl piperazine (59 mg, 0.6 mmol) and NMP (2 ml) gave title compound (35 mg, 28%) after purification by column chromatography using DCM/MeOH (99.5:0.5) as the eluent.

Sources & evidence

ORD record
ord-cf2b34af6c24435791e47ebd943ce5a4
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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