(S)-2-(2-(3-Fluoro-phenyl)-ethyl)-piperazine → (S)-10-{3-[2-(3-Fluoro-phenyl)-ethyl]-piperazin-1-yl}-2-isopropyl-4H-3-thia-1,4,9-triaza-benzo[f]azulene

HRID 1350461Notes

Reaction equation

HRID 1350461 reaction equation
[CH:1]([C:4]1[S:13][C:12]2[NH:11][C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[N:8]=[C:7]([NH2:18])[C:6]=2[N:5]=1)([CH3:3])[CH3:2].[F:19][C:20]1[CH:21]=[C:22]([CH2:26][CH2:27][C@H:28]2[CH2:33]N[CH2:31][CH2:30][NH:29]2)[CH:23]=[CH:24][CH:25]=1>>[F:19][C:20]1[CH:21]=[C:22]([CH2:26][CH2:27][C@@H:28]2[NH:29][CH2:30][CH2:31][N:18]([C:7]3[C:6]4[N:5]=[C:4]([CH:1]([CH3:3])[CH3:2])[S:13][C:12]=4[NH:11][C:10]4[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=4[N:8]=3)[CH2:33]2)[CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 21093648(S)-2-(2-(3-Fluoro-phenyl)-ethyl)-piperazineHCID 1357977402-isopropyl-4H-3-thia-1,4,9-triaza-benzo[f]azulen-10-ylamine

Product 1

HCID 136005591(S)-10-{3-[2-(3-Fluoro-phenyl)-ethyl]-piperazin-1-yl}-2-isopropyl-4H-3-thia-1,4,9-triaza-benzo[f]azuleneYield 54.7%

Procedure

By using a method similar to the method of Example 460, using 2-isopropyl-4H-3-thia-1,4,9-triaza-benzo[f]azulen-10-ylamine (0.566 g, 2.19 mmol) and (S)-2-[2-(3-fluoro-phenyl)-ethyl]-piperazine (0.457 g, 2.19 mmol) to give 0.539 g of the title compound as a solid: mass spectrum (ion spray): m/z=450 (M+1); Analysis for C25H28FN5S(0.2 H2O): calcd: C, 66.26; H, 6.32; N, 15.45; found: C, 65.96; H, 6.11; N, 15.31.

Sources & evidence

ORD record
ord-919be461f1484a51bdae6855b17f2a8d
Source dataset
uspto-grants-2007_05
Patent number
US07214673B2

Reaction notes

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