1-(2-Pyrimidinyl)piperazine → 2-{4-[(5-Chloro-1-benzothien-3-yl)methyl]-1-piperazinyl}pyrimidine

HRID 1828269Notes

Reaction equation

HRID 1828269 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[N:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[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[CH2:17][CH2:18][N:13]([C:19]4[N:20]=[CH:21][CH:22]=[CH:23][N:24]=4)[CH2:14][CH2:15]3)[C:7]=2[CH:8]=1

Participants

3

Reactant 2

HCID 887471-(2-Pyrimidinyl)piperazineHCID 27798573-(Bromomethyl)-5-chloro-1-benzothiophene

Product 1

HCID 103376022-{4-[(5-Chloro-1-benzothien-3-yl)methyl]-1-piperazinyl}pyrimidine

Procedure

3-(Bromomethyl)-5-chloro-1-benzothiophene and 2-(1-piperazinyl)pyrimidine were processed as described in Example 2 to provide the title compound. 1H NMR (CDCl3, 300 MHz) δ (2.62–2.9 (m, 4H), 3.75 (m, 6H), 6.6 (m, 1H), 7.38 (m, 2H), 7.85 (m, 2H), 8.31 (M, 2H). MS (DCI/NH3) m/z 345.0 (M+H)+; Anal. Calcd for C17H17ClN4S: C, 53.04; H, 4.74; N, 14.55. Found: C, 52.79; H, 4.41; N, 14.55.

Sources & evidence

ORD record
ord-8dc35667563d441b8c9172c34233d2cf
Source dataset
uspto-grants-2006_06
Patent number
US07057042B2

Reaction notes

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