(S)-2-Benzylpiperazine → 3-Benzyl-piperazin-1-yl-2-methyl-4H-3-thia-1,4,9-triaza-benzo[f]azulene

HRID 1350453Notes

Reaction equation

HRID 1350453 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[N:6]=[C:5](N)[C:4]=2[N:3]=1.[CH2:17]([C@H:24]1[CH2:29][NH:28][CH2:27][CH2:26][NH:25]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH2:17]([CH:24]1[NH:25][CH2:26][CH2:27][N:28]([N:9]2[C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[N:6]=[CH:5][C:4]3[N:3]=[C:2]([CH3:1])[S:11][C:10]2=3)[CH2:29]1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 20760001(S)-2-BenzylpiperazineHCID 1357977442-methyl-4H-3-thia-1,4,9-triazabenzo[f]azulene-10-ylamine

Product 1

HCID 866006653-Benzyl-piperazin-1-yl-2-methyl-4H-3-thia-1,4,9-triaza-benzo[f]azuleneYield 35.1%

Procedure

By a similar method to Example 460, using 2-methyl-4H-3-thia-1,4,9-triaza-benzo[f]azulen-10-ylamine(0.703 g, 3.0 mmol) and (S)-2-benzyl-piperazine (0.538 g, 3.0 mmol) give 0.410 g of the title compound as a yellow solid: mp 250–252° C.; mass spectrum (ion spray): m/z=390 (M+1); Analysis for C22H23N5S(0.6 H2O): calcd: C, 66.01; H, 6.09; N, 17.49; found: C, 65.94; H, 5.66; N, 17.8 1.

Sources & evidence

ORD record
ord-6e51f087c79448a49e1f1524736273f2
Source dataset
uspto-grants-2007_05
Patent number
US07214673B2

Reaction notes

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