Morpholine → 12-Chloro-9-morpholin-4-yl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

HRID 513765Notes

Reaction equation

HRID 513765 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.[NH:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]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:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 6818318212-Chloro-9-fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

Product 1

HCID 6016475912-Chloro-9-morpholin-4-yl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxideYield 41.5%

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), morpholine (0.052 ml, 0.6 mmol) and NMP (2 ml) gave title compound (50 mg, 41%) after purification by column chromatography using chloroform/MeOH (99.5:0.5) as the eluent.

Sources & evidence

ORD record
ord-3802b15f99d94c8b9fbd2e22f3c5284e
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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