Diisobutylamine → HCID 57713867, Verbindung

HRID 417838Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 417838
[Cl:1][C:2]1[C:3]2[C:17]([C:18]#[C:19][CH2:20]O)=[CH:16][N:15]([CH2:22][C:23]3[C:28]([CH3:29])=[C:27]([O:30][CH3:31])[C:26]([CH3:32])=[CH:25][N:24]=3)[C:4]=2[N:5]=[C:6]([NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[N:7]=1.CS(Cl)(=O)=O.S([O-])(=O)(=O)C.[CH2:43]([NH:47][CH2:48][CH:49]([CH3:51])[CH3:50])[CH:44]([CH3:46])[CH3:45]>C(Cl)Cl.CCN(CC)CC>[Cl:1][C:2]1[C:3]2[C:17]([C:18]#[C:19][CH2:20][N:47]([CH2:48][CH:49]([CH3:51])[CH3:50])[CH2:43][CH:44]([CH3:46])[CH3:45])=[CH:16][N:15]([CH2:22][C:23]3[C:28]([CH3:29])=[C:27]([O:30][CH3:31])[C:26]([CH3:32])=[CH:25][N:24]=3)[C:4]=2[N:5]=[C:6]([NH:8][C:9](=[O:14])[C:10]([CH3:11])([CH3:12])[CH3:13])[N:7]=1

Komponenten

7

Edukt 4

HCID 8085DiisobutylamineHCID 31297Methanesulfonyl chlorideHCID 85257MethanesulfonateHCID 57713810HCID 57713810, Verbindung

Produkt 1

HCID 57713867HCID 57713867, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittel2×HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

A solution of N-[4-chloro-5-(3-hydroxy-prop-1-ynyl)-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]-2,2-dimethyl-propionamide (9.0 g, 19.7 mmol) and Et3N (2 mL) in DCM (50 mL) was treated with MsCl (15.3 mL, 19.7 mmol) at 0° C. for 20 min and evaporated to give a yellow solid, containing mostly the desired mesylate (10.7 g). An aliquot of this solid (106.8 mg, 0.2 mmol) was treated with diisobutylamine (25.9 mg, 24.8 μL) in DCM (2 mL) at 0° C. for 10 h, and then at 25° C. for 3 days. Evaporation and preparative plate chromatography gave the title compound.

Aufarbeitung

  1. customevaporated
  2. customto give a yellow solid
  3. customEvaporation and preparative plate chromatography

Quellen und Nachweise

ORD-Eintrag
ord-74bada0d2c034ebc99b22576ef2b50ad
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093229B2

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