N-(2-Cyanophenyl)piperazine → HCID 10067565, compound

HRID 1768336Notes

Reaction equation

HRID 1768336 reaction equation
Br[CH2:2][C:3]1[C:7]2[CH:8]=[C:9]([Cl:12])[CH:10]=[CH:11][C:6]=2[S:5][CH:4]=1.[N:13]1([C:19]2[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=2[C:21]#[N:22])[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]2[S:5][CH:4]=[C:3]([CH2:2][N:16]3[CH2:15][CH2:14][N:13]([C:19]4[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=4[C:21]#[N:22])[CH2:18][CH2:17]3)[C:7]=2[CH:8]=1

Participants

3

Reactant 2

HCID 2735875N-(2-Cyanophenyl)piperazineHCID 27798573-(Bromomethyl)-5-chloro-1-benzothiophene

Product 1

HCID 10067565HCID 10067565, compound

Procedure

3-(Bromomethyl)-5-chloro-1-benzothiophene and 2-(1-piperazinyl)benzonitrile were processed as described in Example 2 to provide the title compound. 1H NMR (d6-DMSO, 300 MHz) δ 3.2–3.65 (m, 10H), 7.21 (m, 1H), 7.28 (d, 1H, J=7.8 Hz), 7.51 (dd, 1H, J=7.8,1.5 Hz), 7.66 (m, 1H), 7.79 (dd, 1H, J=7.5,1.5 Hz), 8.14 (d, 1H, J=7.8 Hz), 8.25 (s, 1H), 8.40 (s, 1H). MS (DCI/NH3) m/z 368.1 (M+H)+.

Sources & evidence

ORD record
ord-44e973951fd848aa961ba39901851eb8
Source dataset
uspto-grants-2007_06
Patent number
US07235661B2

Reaction notes

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