Ammonium formate → Ethyl cis(+/-)-[2-(4-amino-3-methoxypiperidin-1-yl)-1,3-thiazol-4-yl]acetate

HRID 43515

Reaktionsgleichung

Reaktionsgleichung von HRID 43515
C(OC([NH:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[S:19][CH:20]=[C:21]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[N:22]=2)[CH2:14][C@H:13]1[O:29][CH3:30])=O)C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[C].[Pd]>[NH2:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[S:19][CH:20]=[C:21]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[N:22]=2)[CH2:14][C@H:13]1[O:29][CH3:30]

Komponenten

5

Versuchsvorschrift

Ethyl cis(±)-[2-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-1,3-thiazol-4-yl]acetate obtained in Example (64c) (124 mg, 0.29 mmol) was dissolved in ethanol (5 mL). A 10% palladium-carbon catalyst (75 mg) and ammonium formate (90 mg, 1.43 mmol) were added, and the mixture was heated under reflux for 15 hours. The reaction solution was filtered through celite. The filtrate was washed with saturated sodium bicarbonate, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting compound was used for the next reaction without purification.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 15 hours
  3. filtrationThe reaction solution was filtered through celite
  4. washThe filtrate was washed with saturated sodium bicarbonate
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe resulting compound was used for the next reaction without purification

Quellen und Nachweise

ORD-Eintrag
ord-0538ab89af514a858730dbf798fd0a4d
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536197B2

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