Triethylamine → HCID 59767739, Verbindung

A mixture of 6-(4-oxo-3,4-dihydro-phthalazin-1-ylmethyl)-pyridine-2-carboxylic acid (ivb)(0.3 g, 1.1 mmol), triethylamine (0.3 ml, 2.1 mmol), tert-butyl-1-piperazine carboxylate (0.23 g, 1.3 mmol) and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (0.5 g, 1.3 mmol) in dimethylformamide (10 ml) was stirred for 18 hours. The reaction mixture was precipitated on the addition of water (50 ml) and air-dried. The white precipitate was dissolved in ethanol (3 ml) and 12 M hydrochloric acid (6 ml) was added to the solution and the reaction was stirred for 30 minutes. The reaction was then concentrated in vacuo, redissolved in water (10 ml) and washed with dichloromethane (2×10 ml). The aqueous layer was basified with ammonium hydroxide and extracted into dichloromethane (2×10 ml). The combined organic layers was dried with MgSO4, filtered and evaporated to yield the expected product (va) as a pink solid (0.23 g, 73%). m/z [M+1]+ 250 (96% purity)

1. customThe reaction mixture was precipitated on the addition of water (50 ml)
2. customair-dried
3. dissolutionThe white precipitate was dissolved in ethanol (3 ml)
4. addition12 M hydrochloric acid (6 ml) was added to the solution
5. stirringthe reaction was stirred for 30 minutes
6. concentrationThe reaction was then concentrated in vacuo
7. dissolutionredissolved in water (10 ml)
8. washwashed with dichloromethane (2×10 ml)
9. extractionextracted into dichloromethane (2×10 ml)
10. dry with materialThe combined organic layers was dried with MgSO4
11. filtrationfiltered
12. customevaporated

ORD-Eintrag

ord-7cbe2aca436d41a787145f0c9aec078f

Quelldatensatz

uspto-grants-2008_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07407957B2