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

HRID 1350457Notes

Reaction equation

HRID 1350457 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]([NH2:16])[C:4]=2[N:3]=1.[F:17][C:18]1[CH:19]=[C:20]([CH2:24][CH2:25][C@H:26]2[CH2:31]N[CH2:29][CH2:28][NH:27]2)[CH:21]=[CH:22][CH:23]=1>>[F:17][C:18]1[CH:19]=[C:20]([CH2:24][CH2:25][C@@H:26]2[NH:27][CH2:28][CH2:29][N:16]([C:5]3[C:4]4[N:3]=[C:2]([CH3:1])[S:11][C:10]=4[NH:9][C:8]4[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=4[N:6]=3)[CH2:31]2)[CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 21093648(S)-2-(2-(3-Fluoro-phenyl)-ethyl)-piperazineHCID 1357977442-methyl-4H-3-thia-1,4,9-triazabenzo[f]azulene-10-ylamine

Product 1

HCID 135932187(S)-10-{3-[2-(3-Fluoro-phenyl)-ethyl]-piperazin-1-yl]-2-methyl-4H-3-thia-1,4,9-triaza-benzo[f]azuleneYield 46.4%

Procedure

By using a similar method to the method of Example 460, using 2-methyl-4H-3-thia-1,4,9-triaza-benzo[f]azulen-10-ylamine(1.25 g, 5.42 mmol) and (S)-2-[2-(3-fluoro-phenyl)-ethyl]-piperazine (1.13 g, 5.42 mmol) gives 1.06 g of the title compound as a tan solid: mass spectrum (ion spray): m/z=422 (M+1); Analysis for C23H24FN5S(0.2 H2O): calcd: C, 64.98; H, 5.78; N, 16.47; found: C, 65.18; H, 5.91; N, 16.17.

Sources & evidence

ORD record
ord-cca9822fb5b44fcf8ac227e320e23396
Source dataset
uspto-grants-2007_05
Patent number
US07214673B2

Reaction notes

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