Réaction #302923

ord-8a68d07c6ef44156bf4556728503995b

Équation de réaction

CN1CCNCC1
N-methylpiperazine
Clc1nc(Cl)c2sccc2n1
2,4-dichloro-thieno[3,2-d]pyrimidine
O=C([O-])[O-].[K+].[K+]
K2CO3
CN1CCN(c2nc(Cl)nc3ccsc23)CC1
desired product
Rendement 85.6%
CN1CCN(c2nc(Cl)nc3ccsc23)CC1
2-Chloro-4-(4-methyl-piperazin-1-yl)-thieno[3,2-d]pyrimidine
Rendement 85.6%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Filtrationthe mixture was filtered

Mode opératoire

To a solution of 2,4-dichloro-thieno[3,2-d]pyrimidine (0.20 g, 1.0 mmol) in EtOH (3.2 mL) was added K2CO3 (0.31 g, 2.2 mmol) followed by N-methylpiperazine (0.13 mL, 1.2 mmol). After stirring at rt for 12 h, the mixture was filtered to afford 0.23 g of the desired product. MS: 269.0. 1H NMR (400 MHz, CD3OD) δ ppm 8.06 (d, J=5.6 Hz, 1H), 7.27 (d, J=5.6 Hz, 1H), 4.05-4.00 (m, 4H), 2.62-2.56 (m, 4H), 2.36 (s, 3H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08193178B2uspto-grants-2012_06