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Chloride → HCID 69138717, 화합물

HRID 1357302
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HRID 1357302 반응식
[CH:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11](Cl)=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:16][C:17]1[C:26]([O:27][CH:28]([C:36]([O:38][CH3:39])=[O:37])[CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:25][CH:24]=[C:23]2[C:18]=1[CH:19]=[CH:20][C:21]([CH2:40][NH3+:41])=[CH:22]2.[Cl-].C(N(CC)CC)C>C(Cl)Cl>[CH3:39][O:38][C:36](=[O:37])[CH:28]([O:27][C:26]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[C:21]([CH2:40][NH:41][C:11](=[O:12])[C:10]3[CH:14]=[CH:15][C:7]([CH:1]4[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]4)=[CH:8][CH:9]=3)[CH:22]=2)[C:17]=1[Br:16])[CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 312ChlorideHCID 8471TriethylamineHCID 185052915-Bromo-6-(1-methoxycarbonyl-2-phenyl-ethoxy)-naphthalen-2-ylmethyl-ammoniumHCID 218908474-Cyclohexylbenzoyl chloride

생성물 1

HCID 69138717HCID 69138717, 화합물수율 84%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

4-Cyclohexyl-benzoyl chloride (0.67 mmol) was added under nitrogen to a suspension of 5-bromo-6-(1-methoxycarbonyl-2-phenyl-ethoxy)-naphthalen-2-ylmethyl-ammonium; chloride (0.30 g, 0.67 mmol), prepared in step 3 of Example 53, in 20 mL of methylene chloride at room temperature. Triethylamine (0.186 mL, 1.33 mmol) was then added to the mixture. After the addition the reaction was stirred at room temperature for 18 h (overnight). The reaction was diluted with methylene chloride, extracted one time with 1N HCl and two times with 5% NaHCO3. The organic layer was separated, dried (MgSO4) and the solvent removed under reduced pressure to give 2-{1-bromo-6-[(4-cyclohexyl-benzoylamino)-methyl]-naphthalen-2-yloxyl}-3-phenyl-propionic acid methyl ester (0.3362 g, 84%) as an off-white solid, mp 160-161° C.

후처리

  1. additionAfter the addition the reaction
  2. extractionextracted one time with 1N HCl and two times with 5% NaHCO3
  3. customThe organic layer was separated
  4. dry with materialdried (MgSO4)
  5. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-a3edc5ab721b4bd692df1204552f9669
출처 데이터셋
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06589970B2

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