Acetic Acid → 4-(8-((4-(2-methoxypropan-2-yl)piperidin-1-yl)methyl)-9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-9H-purin-6-yl)morpholine

HRID 1922942Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1922942
[CH3:1][O:2][C:3]([CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[N:14]([CH3:36])[C:15]3[C:20]([N:21]=2)=[C:19]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[N:18]=[C:17]([NH:28][C:29]2[C:30]([NH2:35])=[CH:31][CH:32]=[CH:33][CH:34]=2)[N:16]=3)[CH2:8][CH2:7]1)([CH3:5])[CH3:4].[C:37](O)(=O)[CH3:38]>>[CH3:1][O:2][C:3]([CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[N:14]([CH3:36])[C:15]3[C:20]([N:21]=2)=[C:19]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[N:18]=[C:17]([N:28]2[C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[N:35]=[C:37]2[CH3:38])[N:16]=3)[CH2:8][CH2:7]1)([CH3:5])[CH3:4]

Komponenten

3

Edukt 2

HCID 176Acetic AcidHCID 59605541N1-(8-((4-(2-methoxypropan-2-yl)piperidin-1-yl)methyl)-9-methyl-6-morpholino-9H-purin-2-yl)benzene-1,2-diamine

Produkt 1

HCID 596055814-(8-((4-(2-methoxypropan-2-yl)piperidin-1-yl)methyl)-9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-9H-purin-6-yl)morpholineAusbeute 21,1 %

Versuchsvorschrift

A mixture of N1-(8-((4-(2-methoxypropan-2-yl)piperidin-1-yl)methyl)-9-methyl-6-morpholino-9H-purin-2-yl)benzene-1,2-diamine (177 mg, 0.368 mmol) in acetic acid (1.5 mL) was stirred at reflux for 5 hours. The reaction mixture was then concentrated and then purified first by flash chromatography (10% MeOH in DCM containing 1% 2 M ammonia in MeOH), followed by RP-HPLC to give 179 (0.0373 g, 21.1%). LCMS: M+H+=519.1.

Aufarbeitung

  1. temperatureat reflux for 5 hours
  2. concentrationThe reaction mixture was then concentrated
  3. custompurified first by flash chromatography (10% MeOH in DCM containing 1% 2 M ammonia in MeOH)

Quellen und Nachweise

ORD-Eintrag
ord-61a554b4c49b44ca9b9b4689c45d3ddc
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08173650B2

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