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3-Tert-butylamino-1,2-propanediol → 1-Tert.butylamino-3-(2-methyl-4-thieno[3,2-c]pyridinyloxy)-2-propanol

HRID 1973675
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1973675
[K].[C:2]([NH:6][CH2:7][CH:8]([OH:11])[CH2:9][OH:10])([CH3:5])([CH3:4])[CH3:3].Cl[C:13]1[C:18]2[CH:19]=[C:20]([CH3:22])[S:21][C:17]=2[CH:16]=[CH:15][N:14]=1>C(O)(C)(C)C>[C:2]([NH:6][CH2:7][CH:8]([OH:11])[CH2:9][O:10][C:13]1[C:18]2[CH:19]=[C:20]([CH3:22])[S:21][C:17]=2[CH:16]=[CH:15][N:14]=1)([CH3:5])([CH3:4])[CH3:3]
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Komponenten

5

Edukt 3

HCID 908313-Tert-butylamino-1,2-propanediolHCID 5462222PotassiumHCID 181763724-Chloro-2-methylthieno[3,2-c]pyridine

Produkt 1

HCID 214903061-Tert.butylamino-3-(2-methyl-4-thieno[3,2-c]pyridinyloxy)-2-propanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

0.49 g of potassium are dissolved with heating in 60 cc of tert.butanol. After cooling, 1.5 g of 1-tert.butylamino-2,3-dihydroxypropane was added and subsequently 1.85 g of 4-chloro-2-methylthieno[3,2-c]pyridine was added. After stirring for one day at room temperature, heating is effected to 50° for a further day. The reaction solution is concentrated in a vacuum, the residue is taken up in 1 N hydrochloric acid and ether, the aqueous phase is neutralized with 2 N soda solution and extracted with methylene chloride. After drying over magnesium sulphate and concentrating, the title compound is obtained as an oil, which yields the hydrogen maleate having an M.P. of 210°-213°, with maleic acid in tetrahydrofuran.

Aufarbeitung

  1. temperatureAfter cooling
  2. temperatureheating
  3. waitis effected to 50° for a further day
  4. concentrationThe reaction solution is concentrated in a vacuum
  5. extractionextracted with methylene chloride
  6. dry with materialAfter drying over magnesium sulphate
  7. concentrationconcentrating

Quellen und Nachweise

ORD-Eintrag
ord-52175175aa0b41a587499117a18b032b
Quelldatensatz
uspto-grants-1976_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03998835

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