(S)-2-Phenethylpiperazine → (S)-2-tert-Butyl-10-(3-phenethyl-piperazin-1-yl)-4H-3-thia-4,9-diaza-benzo[f]azulene

HRID 1350441Notes

Reaction equation

HRID 1350441 reaction equation
[C:1]([C:5]1[S:14][C:13]2[NH:12][C:11]3[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=3[N:9]=[C:8]([NH2:19])[C:7]=2[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:20]([C@H:28]1[CH2:33]N[CH2:31][CH2:30][NH:29]1)[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[C:1]([C:5]1[S:14][C:13]2[NH:12][C:11]3[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=3[N:9]=[C:8]([N:19]3[CH2:31][CH2:30][NH:29][C@@H:28]([CH2:20][CH2:21][C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:33]3)[C:7]=2[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 44828673(S)-2-PhenethylpiperazineHCID 1357977462-tert-butyl4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine

Product 1

HCID 136005613(S)-2-tert-Butyl-10-(3-phenethyl-piperazin-1-yl)-4H-3-thia-4,9-diaza-benzo[f]azuleneYield 36.7%

Procedure

By using a method similar to the method of Example 460, using 2-tert-butyl4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine (0.934 g, 3.44 mmol) and (S)-2-phenethyl-piperazine (0.655 g, 3.44 mmol) gives 0.561 g of the title compound as a yellow solid: mp 93–96° C.; mass spectrum (ion spray): m/z=445 (M+1); Analysis for C27H32N4S(0.5 H2O): calcd: C, 71.49; H, 7.33; N, 12.35; found: C, 71.27; H, 6.88; N, 12.29.

Sources & evidence

ORD record
ord-74d3e9b11bf74d4cb792524368c8bf6e
Source dataset
uspto-grants-2007_05
Patent number
US07214673B2

Reaction notes

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