Hydrochloric Acid → (2R)-2-amino-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide

HRID 1887742노트

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HRID 1887742 반응식
[CH3:1][CH:2]([CH3:39])[CH2:3][C@@H:4]([NH:31]C(=O)OC(C)(C)C)[C:5](=[O:30])[NH:6][CH:7]1[CH2:16][C:15]2[C:10](=[C:11]([N:17]3[CH2:21][CH2:20][CH2:19][C:18]3=[O:22])[CH:12]=[CH:13][CH:14]=2)[N:9]([CH2:23][C:24]2[CH:28]=[CH:27][S:26][CH:25]=2)[C:8]1=[O:29].Cl.C(=O)(O)[O-].[Na+]>C(O)C>[NH2:31][C@H:4]([CH2:3][CH:2]([CH3:39])[CH3:1])[C:5]([NH:6][CH:7]1[CH2:16][C:15]2[C:10](=[C:11]([N:17]3[CH2:21][CH2:20][CH2:19][C:18]3=[O:22])[CH:12]=[CH:13][CH:14]=2)[N:9]([CH2:23][C:24]2[CH:28]=[CH:27][S:26][CH:25]=2)[C:8]1=[O:29])=[O:30]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 59620371HCID 59620371, 화합물

생성물 1

HCID 44193593(2R)-2-amino-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
50 °C

실험 절차

tert-Butyl (2R)-4-methyl-1-oxo-1-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-ylamino]pentan-2-ylcarbamate (588 mg) was dissolved in ethanol (2.9 mL), and concentrated hydrochloric acid (1.2 mL) was added thereto. The mixture was heated at 50° C. while being stirred for 30 minutes. The resultant mixture was neutralized with saturated sodium bicarbonate solution under cooling on ice. Subsequently, the mixture was extracted with ethyl acetate, and the aqueous layer was further extracted with ethyl acetate. The organic layers were combined, and the combined organic layer was washed with saturated sodium chloride solution, followed by drying over sodium sulfate. The solvent was evaporated under reduced pressure, whereby the title compound (416 mg) was yielded.

후처리

  1. temperatureunder cooling on ice
  2. extractionSubsequently, the mixture was extracted with ethyl acetate
  3. extractionthe aqueous layer was further extracted with ethyl acetate
  4. washthe combined organic layer was washed with saturated sodium chloride solution
  5. dry with materialby drying over sodium sulfate
  6. customThe solvent was evaporated under reduced pressure, whereby the title compound (416 mg)
  7. customwas yielded

출처 및 근거

ORD 기록
ord-839022d25fda43908cad826a6e0ce15f
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501772B2

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