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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15360Erstellt: 24. Oktober 2026

Chloroform → 3-Fluoro-4-({(3R,4S)-4-[(3,4-dihydro-2H-pyrano[2,3-c]pyridin-6-ylmethyl)amino]-3-hydroxy-1-piperidinyl}methyl)-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one Hydrochloride

https://huagongshe.com/de/reaction/15360

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroformHCID 6212—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt3,4-dihydro-2H-pyrano[2,3-c]pyridine-6-carbaldehydeHCID 56640311—
Edukttrans-4-(Boc-amino)-3-hydroxypiperidineHCID 57525698—
Edukt4-{[(3R,4S)-4-amino-3-hydroxy-1-piperidinyl]methyl}-3-fluoro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-oneHCID 68686175—
LösungsmittelMethanolHCID 887—
Produkt3-Fluoro-4-({(3R,4S)-4-[(3,4-dihydro-2H-pyrano[2,3-c]pyridin-6-ylmethyl)amino]-3-hydroxy-1-piperidinyl}methyl)-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one HydrochlorideHCID 6868687770%

Reaktionsschritte

A mixture of 4-{[(3R,4S)-4-amino-3-hydroxy-1-piperidinyl]methyl}-3-fluoro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one Diastereomer 1 (54 mg), 3,4-dihydro-2H-pyrano[2,3-c]pyridine-6-carbaldehyde (for a synthesis see WO2004058144, Example 126(c)) (20.6 mg) and 3A molecular sieves in chloroform (1 ml) and methanol (1 ml) was heated at 65° C. for 5 h, cooled and then sodium triacetoxyborohydride (53 mg) was added. The general procedure of Example 72 was then followed to obtain the free base of the title compound (41 mg, 70%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732461B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-5c694ce8a0b14c81a0674c18c4f5849b
Quellennotizuspto-grants-2010_06