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Water → Ethyl 5-[(2-{2-[(4-{2-[4-(trifluoromethyl)phenyl]ethyl}benzyl)oxy]phenyl}ethyl)amino]-5,6,7,8-tetrahydroquinoline-2-carboxylate

HRID 875347
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HRID 875347 반응식
Cl.Cl.[F:3][C:4]([F:46])([F:45])[C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]2[CH:44]=[CH:43][C:16]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[CH2:25][CH2:26][NH:27][CH:28]3[CH2:37][CH2:36][CH2:35][C:34]4[N:33]=[C:32]([C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH:31]=[CH:30][C:29]3=4)=[CH:15][CH:14]=2)=[CH:7][CH:6]=1.C(N(CC)CC)C.C(OCC)(=O)C.O>C1COCC1>[F:46][C:4]([F:3])([F:45])[C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][C:13]2[CH:44]=[CH:43][C:16]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[CH2:25][CH2:26][NH:27][CH:28]3[CH2:37][CH2:36][CH2:35][C:34]4[N:33]=[C:32]([C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH:31]=[CH:30][C:29]3=4)=[CH:15][CH:14]=2)=[CH:9][CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 86709836Ethyl 5-[(2-{2-[(4-{2-[4-(trifluoromethyl)phenyl]ethyl}benzyl)oxy]phenyl}ethyl)amino]-5,6,7,8-tetrahydroquinoline-2-carboxylate dihydrochloride

생성물 1

HCID 86709837Ethyl 5-[(2-{2-[(4-{2-[4-(trifluoromethyl)phenyl]ethyl}benzyl)oxy]phenyl}ethyl)amino]-5,6,7,8-tetrahydroquinoline-2-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1045 mg (1.55 mmol) of ethyl 5-[(2-{2-[(4-{2-[4-(trifluoromethyl)phenyl]ethyl}benzyl)oxy]-phenyl}ethyl)amino]-5,6,7,8-tetrahydroquinoline-2-carboxylate dihydrochloride (Enantiomer 2, Example 154A) were taken up in 15 ml of THF, 0.65 ml of triethylamine were added and the mixture was stirred at room temperature for one hour. Ethyl acetate and water were then added to the reaction solution, the phases were separated and the aqueous phase was extracted once more with ethyl acetate. The combined organic phases were again washed with water, dried over magnesium sulphate, filtered and then concentrated to dryness. This gave 800 mg (1.33 mmol, 86% of theory) of the target compound.

후처리

  1. customthe phases were separated
  2. extractionthe aqueous phase was extracted once more with ethyl acetate
  3. washThe combined organic phases were again washed with water
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-854976192c154031b113d9bd4cf428bf
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08981104B2

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