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4-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochloride → Ethyl 1-[3-(4-cyanobenzyl)-2-methyl-3H-imidazol-4-ylmethyl]-4-[3-(methanesulfonylaminomethyl)-benzyl]piperidine-4-carboxylate

HRID 1068449
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1068449
Cl.[CH3:2][S:3]([NH:6][CH2:7][C:8]1[CH:9]=[C:10]([CH:23]=[CH:24][CH:25]=1)[CH2:11][C:12]1([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)(=[O:5])=[O:4].Cl.C(C1C=CC(CN2C(CCl)=CN=C2)=CC=1)#N.Cl.[C:44]([C:46]1[CH:60]=[CH:59][C:49]([CH2:50][N:51]2[C:55]([CH2:56]Cl)=[CH:54][N:53]=[C:52]2[CH3:58])=[CH:48][CH:47]=1)#[N:45]>>[C:44]([C:46]1[CH:47]=[CH:48][C:49]([CH2:50][N:51]2[C:55]([CH2:56][N:15]3[CH2:16][CH2:17][C:12]([CH2:11][C:10]4[CH:23]=[CH:24][CH:25]=[C:8]([CH2:7][NH:6][S:3]([CH3:2])(=[O:4])=[O:5])[CH:9]=4)([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:13][CH2:14]3)=[CH:54][N:53]=[C:52]2[CH3:58])=[CH:59][CH:60]=1)#[N:45]
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Komponenten

4

Edukt 3

HCID 97953574-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochlorideHCID 21193259Ethyl 4-[3-(methanesulfonylamino-methyl)benzyl]piperidine-4-carboxylate hydrochloride saltHCID 211933481-(4-Cyanobenzyl)-5-chloromethyl-2-methylimidazole hydrochloride salt

Produkt 1

HCID 21193334Ethyl 1-[3-(4-cyanobenzyl)-2-methyl-3H-imidazol-4-ylmethyl]-4-[3-(methanesulfonylaminomethyl)-benzyl]piperidine-4-carboxylate

Versuchsvorschrift

The title compound was prepared using the protocol described in Example 61, Step C substituting methyl 4-(3-methylbenzyl)piperidine-4-carboxylate hydrochloride salt with ethyl 4-[3-(methanesulfonylamino-methyl)benzyl]piperidine-4-carboxylate hydrochloride salt, and 1-(4-cyanobenzyl)-5-chloromethylimidazole hydrochloride salt with 1-(4-cyanobenzyl)-5-chloromethyl-2-methylimidazole hydrochloride salt (Example 53, Step B). After column chromatography on silica gel, the free base obtained was triturated with anhydrous diethyl ether. The white solid precipitated was filtered, and residual solvent was removed under vacuum overnight to provide the title compound.

Aufarbeitung

  1. customThe title compound was prepared
  2. customAfter column chromatography on silica gel, the free base obtained
  3. customwas triturated with anhydrous diethyl ether
  4. customThe white solid precipitated
  5. filtrationwas filtered
  6. customresidual solvent was removed under vacuum overnight

Quellen und Nachweise

ORD-Eintrag
ord-5bef9783cac04f11a92f75df1646f015
Quelldatensatz
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06248756B1

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