3-(4-Methylpiperazin-1-yl)aniline → HCID 57502390, compound

HRID 1890080Notes

Reaction equation

HRID 1890080 reaction equation
Cl[C:2]1[N:17]=[C:5]2[C:6]([C:10]3[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=3)=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.[CH3:18][N:19]1[CH2:24][CH2:23][N:22]([C:25]2[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=2)[NH2:28])[CH2:21][CH2:20]1>>[F:16][C:13]1[CH:14]=[CH:15][C:10]([C:6]2[C:5]3[N:4]([N:3]=[C:2]([NH:28][C:27]4[CH:29]=[CH:30][CH:31]=[C:25]([N:22]5[CH2:21][CH2:20][N:19]([CH3:18])[CH2:24][CH2:23]5)[CH:26]=4)[N:17]=3)[CH:9]=[CH:8][CH:7]=2)=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 115646133-(4-Methylpiperazin-1-yl)anilineHCID 67481439HCID 67481439, compound

Product 1

HCID 57502390HCID 57502390, compound

Procedure

[8-(4-Fluoro-phenyl)-[1,2,4]-triazolo[1,5-a]pyridin-2-yl]-[3-(4-methyl-piperazin-1-yl)-phenyl]-amine was prepared from 2-chloro-8-(4-fluoro-phenyl)-[1,2,4]-triazolo[1,5-a]pyridine (0.185 g, 0.747 mmol) and 3-(4-methylpiperazin-1-yl)aniline (0.171 g, 0.896 mmol) in a manner analogous to Example 311a and 311b with purification method from 313 to give product (0.155 g, 52%): MP=194-196° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.56 (s, 1H), 8.78 (d, 1H), 8.20 (m, 2H), 7.85 (d, 1H), 7.50 (s, 1H), 7.35 (m, 2H), 7.10 (m, 3H), 6.45 (m, 1H), 3.12 (m, 4H), 2.46 (m, 4H), 2.23 (s, 3H). MS=403 (MH)+.

Sources & evidence

ORD record
ord-ba4f4b0ed39b478988b074c47226297e
Source dataset
uspto-grants-2013_08
Patent number
US08501936B2

Reaction notes

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