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

HRID 43515

반응식

HRID 43515 반응식
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]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 86648522Ethyl cis(+/-)-[2-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-1,3-thiazol-4-yl]acetate

생성물 1

HCID 86648523Ethyl cis(+/-)-[2-(4-amino-3-methoxypiperidin-1-yl)-1,3-thiazol-4-yl]acetate

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0538ab89af514a858730dbf798fd0a4d
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536197B2

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