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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1806492Erstellt: 26. Oktober 2026

Prolinol, (R)- → 5-(5-{[(2R)-2-(hydroxymethyl)-1-pyrrolidinyl]methyl}-3-thienyl)-3-{1-[(1-methylethyl)sulfonyl]-4-piperidinyl}-1H-indole-7-carboxamide

https://huagongshe.com/reaction/1806492

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktProlinol, (R)-HCID 2724541—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt5-(5-formyl-3-thienyl)-3-{1-[(1-methylethyl)sulfonyl]-4-piperidinyl}-1H-indole-7-carboxamideHCID 57732783—
KatalysatorAcetic AcidHCID 176—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt5-(5-{[(2R)-2-(hydroxymethyl)-1-pyrrolidinyl]methyl}-3-thienyl)-3-{1-[(1-methylethyl)sulfonyl]-4-piperidinyl}-1H-indole-7-carboxamideHCID 5773266669,7%

Reaktionsschritte

To a solution of 5-(5-formyl-3-thienyl)-3-{1-[(1-methylethyl)sulfonyl]-4-piperidinyl}-1H-indole-7-carboxamide (25 mg, 0.054 mmol) in DMSO (2 mL) was added (2R)-2-pyrrolidinylmethanol (101.15 mg, 1 mmol) and 2 drops of acetic acid. The resulting mixture was stirred at room temperature for 4 h followed by an addition of sodium triacetoxyborohydride (212 mg, 0.54 mmol). The mixture was reacted overnight. It was then purified by Gilson Preparatory HPLC to give 20.5 mg of the title compound (69.7%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08354406B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-02bc6af579b5458f9e3061480e327534
Quellennotizuspto-grants-2013_01