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

HRID 875338ノート

反応式

HRID 875338 の反応式
Cl.Cl.[F:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]2[CH:43]=[CH:42][C:15]([CH2:16][O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[CH2:24][CH2:25][NH:26][CH:27]3[CH2:36][CH2:35][CH2:34][C:33]4[N:32]=[C:31]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH:30]=[CH:29][C:28]3=4)=[CH:14][CH:13]=2)=[CH:6][CH:5]=1.C(N(CC)CC)C.C(OCC)(=O)C.O>C1COCC1>[F:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][C:15]([CH2:16][O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[CH2:24][CH2:25][NH:26][CH:27]3[CH2:36][CH2:35][CH2:34][C:33]4[N:32]=[C:31]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH:30]=[CH:29][C:28]3=4)=[CH:42][CH:43]=2)=[CH:6][CH:5]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 86709826Ethyl 5-({2-[2-({4-[2-(4-fluorophenyl)ethyl]benzyl}oxy)phenyl]ethyl}amino)-5,6,7,8-tetrahydroquinoline-2-carboxylate dihydrochloride

生成物 1

HCID 86709827Ethyl 5-({2-[2-({4-[2-(4-fluorophenyl)ethyl]benzyl}oxy)phenyl]ethyl}amino)-5,6,7,8-tetrahydroquinoline-2-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3290 mg (5.58 mmol) of ethyl 5-({2-[2-({4-[2-(4-fluorophenyl)ethyl]benzyl}oxy)phenyl]ethyl}-amino)-5,6,7,8-tetrahydroquinoline-2-carboxylate dihydrochloride (Enantiomer 2, Example 132A) were taken up in 50 ml of THF, 3.11 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 evaporated to dryness. This gave 2150 mg (3.89 mmol, 70% of theory) of the target compound.

後処理

  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. customevaporated to dryness

出典と根拠

ORDレコード
ord-f10bee0bf9f0412fab6484ec00a60926
出典データセット
uspto-grants-2015_03
特許番号
US08981104B2

反応ノート

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