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Lithium Hydroxide → HCID 57635982, 화합물

HRID 605549
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HRID 605549 반응식
FC(F)(F)OC1C=CC(N2CCNCC2)=CC=1.[CH3:18][O:19][C:20](=[O:51])[CH2:21][N:22]1[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([S:31]([N:34]3[CH2:39][CH2:38][N:37]([C:40]4[CH:45]=[CH:44][C:43]([O:46][C:47]([F:50])([F:49])[F:48])=[CH:42][CH:41]=4)[CH2:36][CH2:35]3)(=[O:33])=[O:32])[CH:29]=2)[CH:24]=[CH:23]1.[Li+].[OH-].FC(F)(F)C1C=CC(C2CCNCC=2)=CC=1>CO.O1CCCC1>[CH3:18][O:19][C:20](=[O:51])[CH2:21][N:22]1[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([S:31]([N:34]3[CH2:39][CH2:38][N:37]([C:40]4[CH:41]=[CH:42][C:43]([O:46][C:47]([F:49])([F:50])[F:48])=[CH:44][CH:45]=4)[CH2:36][CH2:35]3)(=[O:33])=[O:32])[CH:29]=2)[CH:24]=[CH:23]1.[F:50][C:47]([F:48])([F:49])[O:46][C:43]1[CH:44]=[CH:45][C:40]([N:37]2[CH2:38][CH2:39][N:34]([S:31]([C:28]3[CH:29]=[C:30]4[C:25]([CH:24]=[CH:23][N:22]4[CH2:21][C:20]([OH:51])=[O:19])=[CH:26][CH:27]=3)(=[O:33])=[O:32])[CH2:35][CH2:36]2)=[CH:41][CH:42]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 3939Lithium HydroxideHCID 12440708Pyridine, 1,2,3,6-tetrahydro-4-[4-(trifluoromethyl)phenyl]-HCID 230811701-(4-(Trifluoromethoxy)phenyl)piperazineHCID 67045834HCID 67045834, 화합물

생성물 2

HCID 57635982HCID 57635982, 화합물HCID 67045834HCID 67045834, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

{6-[4-(4-Trifluoromethoxy-phenyl)-piperazine-1-sulfonyl]-indol-1-yl}-acetic acid methyl ester was prepared from 1-(4-trifluoromethoxy-phenyl)-piperazine following the procedures outlined in Example 34. A mixture of {6-[4-(4-trifluoromethoxy-phenyl)-piperazine-1-sulfonyl]-indol-1-yl}-acetic acid methyl ester (45 mg, 0.09 mmol), 1M LiOH (2 mL), tetrahydrofuran (6 mL), and methanol (2 mL) was stirred at rt for 3 h. The reaction was poured into 1M HCl (50 mL) and extracted with ethyl acetate (40 mL×2). The combined organic extracts were dried, filtered, and concentrated to give {6-[4-(4-trifluoromethoxy-phenyl)-piperazine-1-sulfonyl]-indol-1-yl}-acetic acid: 1H NMR (400 MHz, DMSO-d6): 7.89 (s, 1H), 7.77 (d, 1H), 7.63 (d, 1H), 7.38 (d, 1H), 7.14 (d, 2H), 6.93 (d, 2H), 6.61 (d, 1H), 5.19 (s, 2H), 3.23-3.15 (m, 4H), 3.03-2.95 (m, 4H); MS (ESI): 483.7 (M+H).

후처리

  1. extractionextracted with ethyl acetate (40 mL×2)
  2. customThe combined organic extracts were dried
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ed6f8ddb04554dbb925895067b9aaaee
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07915253B2

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