2-Methyl-5,10-dihydro-4H-thieno[2,3-b][1,5]benzodiazepine-4-thione → (S)-10-[3-(2-Ethoxyethyl)-piperazin-1-yl]-2-methyl-4H-3-thia-4,9-diazabenzo[f]azulene

HRID 131437Notes

Reaction equation

HRID 131437 reaction equation
[CH3:1][C:2]1[S:11][C:10]2[NH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[NH:6][C:5](=S)[C:4]=2[CH:3]=1.[CH2:17]([O:19][CH2:20][CH2:21][C@H:22]1[CH2:27][NH:26][CH2:25][CH2:24][NH:23]1)[CH3:18]>>[CH2:17]([O:19][CH2:20][CH2:21][C@@H:22]1[NH:23][CH2:24][CH2:25][N:26]([C:5]2[C:4]3[CH:3]=[C:2]([CH3:1])[S:11][C:10]=3[NH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[N:6]=2)[CH2:27]1)[CH3:18]

Participants

3

Reactant 2

HCID 210935012-Methyl-5,10-dihydro-4H-thieno[2,3-b][1,5]benzodiazepine-4-thioneHCID 45099473(S)-2-(2-ethoxyethyl)piperazine

Product 1

HCID 135503720(S)-10-[3-(2-Ethoxyethyl)-piperazin-1-yl]-2-methyl-4H-3-thia-4,9-diazabenzo[f]azulene

Procedure

In a manner similar to that described in Example 311, combine 2-methyl-4,9-dihydro-3-thia-4,9-diazabenzo[f]azulene-10-thione (0.487 g, 1.98 mmol) and (S)-2-(2-ethoxyethyl)piperazine (0.313 g, 1.98 mmol) to obtain the title compound: mass spectrum (APCI): m/z=371.2 (M+1).

Sources & evidence

ORD record
ord-e2888243212249d188c7ea48b5a8c61b
Source dataset
uspto-grants-2008_06
Patent number
US07384934B2

Reaction notes

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