Water → 6-chloro-7-cyclopropylmethoxy-8-nitro-9H-beta-carboline

HRID 12194

Reaktionsgleichung

Reaktionsgleichung von HRID 12194
[CH:1]1([CH2:4][OH:5])[CH2:3][CH2:2]1.[H-].[Na+].[Cl:8][C:9]1[CH:10]=[C:11]2[C:19](=[C:20]([N+:23]([O-:25])=[O:24])[C:21]=1F)[NH:18][C:17]1[CH:16]=[N:15][CH:14]=[CH:13][C:12]2=1.O>CN(C=O)C>[Cl:8][C:9]1[CH:10]=[C:11]2[C:19](=[C:20]([N+:23]([O-:25])=[O:24])[C:21]=1[O:5][CH2:4][CH:1]1[CH2:3][CH2:2]1)[NH:18][C:17]1[CH:16]=[N:15][CH:14]=[CH:13][C:12]2=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 75644CyclopropanemethanolHCID 593375336-chloro-7-fluoro-8-nitro-9H-pyrido[3,4-b]indole

Produkt 1

HCID 671651746-chloro-7-cyclopropylmethoxy-8-nitro-9H-beta-carbolineAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Cyclopropylmethyl alcohol (0.921 ml, 11.4 mmol) was added to a stirring suspension of NaH (455 mg, 11.4 mmol) in DMF (20 ml) under an argon atmosphere. The resulting solution was allowed to stir at RT for 20 min. 6-chloro-7-fluoro-8-nitro-9H-β-carboline (500 mg, 1.9 mmol) was added to the stirring solution and the resulting mixture was allowed to stir at RT. Upon addition of H2O, a brown solid precipitated out which was filtered to give the desired 6-chloro-7-cyclopropylmethyoxy-8-nitro-9H-β-carboline (510 mg, 85%).

Aufarbeitung

  1. stirringto stir at RT
  2. customa brown solid precipitated out which
  3. filtrationwas filtered

Quellen und Nachweise

ORD-Eintrag
ord-652727651c6a4c0ca4ce9fbe27907fd7
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727985B2

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