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Aluminium lithium hydride → 4-{5-[5-Methyl-2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-thiophen-2-yl}-butan-1-ol

HRID 1434927
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1434927
C[O:2][C:3](=O)[CH2:4][CH2:5][CH2:6][C:7]1[S:8][C:9]([C:12]2[C:17]([CH3:18])=[CH:16][N:15]=[C:14]([NH:19][CH:20]3[CH2:25][C:24]([CH3:27])([CH3:26])[NH:23][C:22]([CH3:29])([CH3:28])[CH2:21]3)[N:13]=2)=[CH:10][CH:11]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:18][C:17]1[C:12]([C:9]2[S:8][C:7]([CH2:6][CH2:5][CH2:4][CH2:3][OH:2])=[CH:11][CH:10]=2)=[N:13][C:14]([NH:19][CH:20]2[CH2:21][C:22]([CH3:28])([CH3:29])[NH:23][C:24]([CH3:27])([CH3:26])[CH2:25]2)=[N:15][CH:16]=1
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Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 579361484-{5-[5-Methyl-2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-thiophen-2-yl}-butyric acid methyl ester

Produkt 1

HCID 112004814-{5-[5-Methyl-2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-thiophen-2-yl}-butan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The ester from Step B (37 mg, 0.09 mmol) was dissolved in 1 ml of THF and LAH (1M in THF, 0.22 ml, 0.22 mmol) was added. After 30 minutes, the mixture was quenched with water and extracted with ether. The organic layers were washed with brine, dried over sodium sulfate and evaporated. The crude product was purified by preparative HPLC. Yield: 15 mg (43%).

Aufarbeitung

  1. customthe mixture was quenched with water
  2. extractionextracted with ether
  3. washThe organic layers were washed with brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. customThe crude product was purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-cd8ece670e464abf89f388607553056d
Quelldatensatz
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07615562B2

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