N-(2-Cyanophenyl)piperazine → HCID 10092500, compound

HRID 1828291Notes

Reaction equation

HRID 1828291 reaction equation
CS(O[CH2:6][C:7]1[S:15][C:14]2[C:9](=[N:10][CH:11]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:13]=2)[CH:8]=1)(=O)=O.[N:20]1([C:26]2[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=2[C:28]#[N:29])[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>>[F:17][C:16]([F:19])([F:18])[C:12]1[CH:13]=[C:14]2[S:15][C:7]([CH2:6][N:23]3[CH2:22][CH2:21][N:20]([C:26]4[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=4[C:28]#[N:29])[CH2:25][CH2:24]3)=[CH:8][C:9]2=[N:10][CH:11]=1

Participants

3

Reactant 2

HCID 2735875N-(2-Cyanophenyl)piperazineHCID 22065976HCID 22065976, compound

Product 1

HCID 10092500HCID 10092500, compound

Procedure

The solution from Example 25C (2 mL) and 2-(1-piperazinyl)benzonitrile (187 mg) were processed as described in Example 25D to provide the title compound. 1H NMR (CDCl3, 300 MHz) δ 2.81 (4H, t, J=4.8 Hz), 3.29 (4H, J=4.8 Hz), 4.00 (s, 2H), 7.03 (2H, m), 7.50 (2H, m), 7.59 (dd, 1H, J=7.5, 1.5 Hz), 8.39 (1H, m), 8.86 (1H, m). MS (DCI/NH3) m/z 403.1 (M+H)+. Anal. Calcd for C20H17N4F3S: C, 59.69; H, 4.26; N, 13.92. Found: C, 59.53; H, 4.12; N, 14.22.

Sources & evidence

ORD record
ord-ea82ccbeb28440809c0cabad4edd3ed5
Source dataset
uspto-grants-2006_06
Patent number
US07057042B2

Reaction notes

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