Dichloromethane → Dichloromethane methanol ammonium hydroxide

HRID 79332Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 79332
[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][C:22]([O:24][C@@H:25]4[C@@H:29]([OH:30])[CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26]4)=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([CH3:45])[N:40]=2)[N:4]=1)[CH3:2].C(O)(C(F)(F)F)=[O:47].[CH2:53]([Cl:55])[Cl:54]>>[CH2:53]([Cl:55])[Cl:54].[CH3:13][OH:14].[NH4+:4].[OH-:47].[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][C:22]([O:24][C@@H:25]4[C@@H:29]([OH:30])[CH2:28][NH:27][CH2:26]4)=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([CH3:45])[N:40]=2)[N:4]=1)[CH3:2]

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 67259560(3S,4S)-tert-butyl 3-(3-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridin-7-yloxy)-4-hydroxypyrrolidine-1-carboxylate

Produkt 2

HCID 21896990Dichloromethane methanol ammonium hydroxideHCID 67260210N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-((3S,4S)-4-hydroxypyrrolidin-3-yloxy)imidazo[1,2-a]pyridine-3-carboxamide

Versuchsvorschrift

To (3S,4S)-tert-butyl 3-(3-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridin-7-yloxy)-4-hydroxypyrrolidine-1-carboxylate (22 mg, 0.036 mmol) in DCM (1 mL) was added TFA (1 mL). The reaction mixture was stirred for one hour, and then concentrated under reduced pressure. Silica gel chromatography (DCM/MeOH/NH4OH 10:1:0.1) provided the desired product (10 mg). MS (ES+APCI) m/z=512 (M+H).

Aufarbeitung

  1. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b9e2cf3317534b21baf781694008f75d
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841455B2

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