2,2-Diphenylethylamine → (1-{(1S,4R)-4-[2-Chloro-6-(2,2-diphenylethylamino)-purin-9-yl]-cyclopent-2-enyl}-1H-pyrazol-4-yl)-methanol

HRID 655132Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 655132
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@@H:11]2[CH2:15][C@H:14]([N:16]3[CH:20]=[C:19]([CH2:21][OH:22])[CH:18]=[N:17]3)[CH:13]=[CH:12]2)=[C:4](Cl)[N:3]=1.[C:24]1([CH:30]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:31][NH2:32])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.CCN(C(C)C)C(C)C>C1COCC1>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@@H:11]2[CH2:15][C@H:14]([N:16]3[CH:20]=[C:19]([CH2:21][OH:22])[CH:18]=[N:17]3)[CH:13]=[CH:12]2)=[C:4]([NH:32][CH2:31][CH:30]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[N:3]=1

Komponenten

5

Edukt 3

HCID 775752,2-DiphenylethylamineHCID 81531DiisopropylethylamineHCID 86637576{1-[(1S,4R)-4-(2,6-Dichloro-purin-9-yl)cyclopent-2-enyl]-1H-pyrazol-4-yl}-methanol

Produkt 1

HCID 86645704(1-{(1S,4R)-4-[2-Chloro-6-(2,2-diphenylethylamino)-purin-9-yl]-cyclopent-2-enyl}-1H-pyrazol-4-yl)-methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture comprising {1-[(1S,4R)-4-(2,6-dichloro purin-9-yl)-cyclopent-2-enyl]-1H-pyrazol-4-yl}-methanol (0.675 g, 1.92 mmol), diphenylethylamine (0.398 g, 2.02 mmol) and DIPEA (0.298 g, 2.31 mmol) in dry THF (20 mL) is stirred at 35 C for 3 days. The solvent is removed in vacuo and the resulting crude residue is partitioned between DCM and 0.1 M HCl. The organic portion is separated, washed with water, brine, dried (MgSO4) and concentrated in vacuo to afford the title product.

Aufarbeitung

  1. customThe solvent is removed in vacuo
  2. customthe resulting crude residue is partitioned between DCM and 0.1 M HCl
  3. customThe organic portion is separated
  4. washwashed with water, brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0905fb1ade4b4b02a95975cfbb8e738e
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071565B2

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