1-((4-methoxyphenyl)methyl)-1H-pyrazol-4-amine → (S)-tert-Butyl 1-(3-bromo-2-(1-(4-methoxybenzyl)-1H-pyrazol-4-ylcarbamoyl)-1H-pyrrol-1-ylamino)-1-oxopropan-2-ylcarbamate

HRID 524997

Reaktionsgleichung

Reaktionsgleichung von HRID 524997
[Br:1][C:2]1[CH:6]=[CH:5][N:4]([NH:7][C:8](=[O:19])[C@@H:9]([NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH3:10])[C:3]=1[C:20]([O:22]C)=O.[CH3:24][O:25][C:26]1[CH:38]=[CH:37][C:29]([CH2:30][N:31]2[CH:35]=[C:34]([NH2:36])[CH:33]=[N:32]2)=[CH:28][CH:27]=1>>[Br:1][C:2]1[CH:6]=[CH:5][N:4]([NH:7][C:8](=[O:19])[C@@H:9]([NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH3:10])[C:3]=1[C:20](=[O:22])[NH:36][C:34]1[CH:33]=[N:32][N:31]([CH2:30][C:29]2[CH:37]=[CH:38][C:26]([O:25][CH3:24])=[CH:27][CH:28]=2)[CH:35]=1

Komponenten

3

Edukt 2

HCID 283739871-((4-methoxyphenyl)methyl)-1H-pyrazol-4-amineHCID 86722018(S)-Methyl 3-bromo-1-(2-(tert-butoxycarbonylamino)propanamido)-1H-pyrrole-2-carboxylate

Produkt 1

HCID 86722019(S)-tert-Butyl 1-(3-bromo-2-(1-(4-methoxybenzyl)-1H-pyrazol-4-ylcarbamoyl)-1H-pyrrol-1-ylamino)-1-oxopropan-2-ylcarbamateAusbeute 60 %

Versuchsvorschrift

This compound was prepared starting from (S)-methyl 3-bromo-1-(2-(tert-butoxycarbonylamino)propanamido)-1H-pyrrole-2-carboxylate (300 mg, 0.77 mmol) and 1-(4-methoxybenzyl)-1H-pyrazol-4-amine (469 mg, 2.31 mmol) following the experimental procedure described in Preparation 27a to afford 271 mg (96% purity, 60% yield) of the title compound after purification by flash chromatography (0% to 70% AcOEt/hexanes).

Aufarbeitung

  1. customThis compound was prepared

Quellen und Nachweise

ORD-Eintrag
ord-8fae64038be4409686daa785572c8b73
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340547B2

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