Sodium borohydride → 8-{[(2-chloropyridin-3-yl)carbonyl]amino}-1-[4-(1-hydroxyethyl)phenyl]-4,5-dihydro-1H-benzo[g]indazole-3-carboxamide

HRID 968133Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 968133
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:18]3[C:17]4[CH:19]=[C:20]([NH:23][C:24]([C:26]5[C:27]([Cl:32])=[N:28][CH:29]=[CH:30][CH:31]=5)=[O:25])[CH:21]=[CH:22][C:16]=4[CH2:15][CH2:14][C:13]=3[C:12]([C:33]([NH2:35])=[O:34])=[N:11]2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>CO.O>[Cl:32][C:27]1[C:26]([C:24]([NH:23][C:20]2[CH:21]=[CH:22][C:16]3[CH2:15][CH2:14][C:13]4[C:12]([C:33]([NH2:35])=[O:34])=[N:11][N:10]([C:7]5[CH:8]=[CH:9][C:4]([CH:1]([OH:3])[CH3:2])=[CH:5][CH:6]=5)[C:18]=4[C:17]=3[CH:19]=2)=[O:25])=[CH:31][CH:30]=[CH:29][N:28]=1

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 222915781-(4-acetylphenyl)-8-{[(2-chloropyridin-3-yl)carbonyl]amino}-4,5-dihydro-1H-benzo[g]indazole-3-carboxamide

Produkt 1

HCID 222915568-{[(2-chloropyridin-3-yl)carbonyl]amino}-1-[4-(1-hydroxyethyl)phenyl]-4,5-dihydro-1H-benzo[g]indazole-3-carboxamideAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 1-(4-acetylphenyl)-8-{[(2-chloropyridin-3-yl)carbonyl]amino}-4,5-dihydro-1H-benzo[g]indazole-3-carboxamide (200 mg, 0.41 mmol) in MeOH (3 mL) and water (0.3 mL) was added NaBH4 (10 mg, 0.25 mmol) at RT and stirred for 14 h. The mixture was separated on silica gel column (EtOAc) to give product (100 mg, 50%). 1H NMR was consistent with its structure.

Aufarbeitung

  1. customThe mixture was separated on silica gel column (EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-0b70395d2dd84a46bf6772f1ec9f2e34
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06956052B2

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