Sodium Hydroxide → 6-chloro-N-[(2,4-dimethylthiazol-5-yl)methyl]-5-methyl-2-methylsulfonyl-pyrimidin-4-amine

HRID 1626363Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1626363
[Cl:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:5]=[C:4]([NH:10][CH2:11][C:12]2[S:16][C:15]([CH3:17])=[N:14][C:13]=2[CH3:18])[C:3]=1[CH3:19].C1C=C(Cl)C=C(C(OO)=[O:28])C=1.[OH-:31].[Na+]>ClCCl>[Cl:1][C:2]1[N:7]=[C:6]([S:8]([CH3:9])(=[O:28])=[O:31])[N:5]=[C:4]([NH:10][CH2:11][C:12]2[S:16][C:15]([CH3:17])=[N:14][C:13]=2[CH3:18])[C:3]=1[CH3:19]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 866881626-chloro-N-[(2,4-dimethylthiazol-5-yl)methyl]-5-methyl-2-methylsulfanyl-pyrimidin-4-amine

Produkt 1

HCID 866881616-chloro-N-[(2,4-dimethylthiazol-5-yl)methyl]-5-methyl-2-methylsulfonyl-pyrimidin-4-amineAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

6-chloro-N-[(2,4-dimethylthiazol-5-yl)methyl]-5-methyl-2-methylsulfanyl-pyrimidin-4-amine F4 (1.36 g, 4.32 mmol) was placed in a 250 mL flask and diluted with dichloromethane (100 mL). To the resultant slurry was added mCPBA (1.49 g, 8.64 mmol), and the solution was stirred for 1 hr. 1 N aqueous NaOH (100 mL) was then added, and the organic layer was separated and concentrated in vacuo to give 1.3 g (87%) of F5 as a white foam. MS (Electrospray): m/z 347.8 (MH+).

Aufarbeitung

  1. customthe organic layer was separated
  2. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-def34131191b4f8e939f79c31e7ca00b
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08785467B2

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