Water → (2S)-2-Methyl-1-{[2-(methyloxy)-3-pyridinyl]carbonyl}-4-{[4-(trifluoromethyl)phenyl]sulfonyl}piperazine

To a solution of (3S)-3-methyl-1-{[4-(trifluoromethyl)phenyl]sulfonyl}piperazine (Description 2) (100 mg, 0.324 mmol) in DMF (5 ml) was added HOBT.H2O (49.7 mg, 0.324 mmol), HBTU (123 mg, 0.324 mmol), 2-(methyloxy)-3-pyridinecarboxylic acid (49.7 mg, 0.324 mmol) and DIPEA (0.170 ml, 0.973 mmol) and the reaction mixture was stirred for 1 h at room temperature. The reaction mixture was reduced in vacuo. The residue was dissolved in DCM (50 ml), transferred to a separating funnel and the solution was washed with NaHCO3 (5 ml), twice. The organic layer was dried with magnesium sulphate which was removed by filtration and the filtrate evaporated to dryness in vacuo. The residual oil was dissolved in 1:1 MeCN/DMSO (1.8 ml) and purified by MDAP in two batches. The fractions containing the desired product were combined and evaporated to dryness in vacuo to yield the title compound (95 mg).

1. customtransferred to a separating funnel
2. washthe solution was washed with NaHCO3 (5 ml)
3. dry with materialThe organic layer was dried with magnesium sulphate which
4. customwas removed by filtration
5. customthe filtrate evaporated to dryness in vacuo
6. dissolutionThe residual oil was dissolved in 1:1 MeCN/DMSO (1.8 ml)
7. custompurified by MDAP in two batches
8. additionThe fractions containing the desired product
9. customevaporated to dryness in vacuo

ORD-Eintrag

ord-598b318d6bc743bb8d66e8499c0e6add

Quelldatensatz

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08536183B2