1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 4-Cyclohexyl-N-((S)-6-{[(4-methoxybenzyl)(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methylbenzamide

HRID 77417Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 77417
[CH:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:16]([N:18]=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.[CH3:46][O:47][C:48]1[CH:75]=[CH:74][C:51]([CH2:52][N:53]([CH2:61][C:62]2[CH:63]=[C:64]3[C:69](=[CH:70][CH:71]=2)[CH2:68][C@@H:67](CN)[CH2:66][CH2:65]3)[CH2:54][CH:55]2[CH2:60][CH2:59][O:58][CH2:57][CH2:56]2)=[CH:50][CH:49]=1>CN(C=O)C>[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([C:11]([N:18]([C@H:67]3[CH2:66][CH2:65][C:64]4[C:69](=[CH:70][CH:71]=[C:62]([CH2:61][N:53]([CH2:52][C:51]5[CH:50]=[CH:49][C:48]([O:47][CH3:46])=[CH:75][CH:74]=5)[CH2:54][CH:55]5[CH2:60][CH2:59][O:58][CH2:57][CH2:56]5)[CH:63]=4)[CH2:68]3)[CH3:16])=[O:13])=[CH:14][CH:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

7

Edukt 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 883374-Cyclohexylbenzoic acidHCID 66663221((S)-6-{[(4-methoxybenzyl)(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)methylamine

Produkt 1

HCID 666634144-Cyclohexyl-N-((S)-6-{[(4-methoxybenzyl)(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methylbenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 4-cyclohexylbenzoic acid (45 mg), DMF (1 ml), 1-ethyl-3-(3-dimethylamino-propyl)carbodiimide (hydrochloride, 45 mg) and 1-hydroxybenzotriazole (32 mg) was admixed after 5 minutes with diisopropylethylamine (30 mg) and ((S)-6-{[(4-methoxybenzyl)-(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)methylamine (80 mg). Volatile fractions were removed after 12 hours. The residue was purified by preparative HPLC. The product was thus obtained with the molecular weight of 594.84 (C28H38N2O3); MS (ESI) 595 (M+H+).

Aufarbeitung

  1. customVolatile fractions were removed after 12 hours
  2. customThe residue was purified by preparative HPLC
  3. customThe product was thus obtained with the molecular weight of 594.84 (C28H38N2O3)

Quellen und Nachweise

ORD-Eintrag
ord-74f7da7f13c648b3827561fbfc97f193
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841290B2

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