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Dimethylformamide → (3RS,4RS)-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-4-{4-[2-(4-(4,4,5,5,5-pentafluoropentyl)piperazino)ethyloxy]phenyl}thiochroman

HRID 1859349
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HRID 1859349 반응식
[F:1][C:2]([F:16])([C:12]([F:15])([F:14])[F:13])[CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.CN(C)C=O.Cl[CH2:23][CH2:24][O:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]2[C:41]3[C:36](=[CH:37][C:38]([O:42][CH2:43][O:44][CH3:45])=[CH:39][CH:40]=3)[S:35][CH2:34][C:33]2([C:47]2[CH:52]=[CH:51][C:50]([O:53][CH2:54][O:55][CH3:56])=[CH:49][CH:48]=2)[CH3:46])=[CH:28][CH:27]=1>O>[CH3:45][O:44][CH2:43][O:42][C:38]1[CH:37]=[C:36]2[C:41]([CH:32]([C:29]3[CH:28]=[CH:27][C:26]([O:25][CH2:24][CH2:23][N:9]4[CH2:8][CH2:7][N:6]([CH2:5][CH2:4][CH2:3][C:2]([F:1])([F:16])[C:12]([F:13])([F:14])[F:15])[CH2:11][CH2:10]4)=[CH:31][CH:30]=3)[C:33]([C:47]3[CH:52]=[CH:51][C:50]([O:53][CH2:54][O:55][CH3:56])=[CH:49][CH:48]=3)([CH3:46])[CH2:34][S:35]2)=[CH:40][CH:39]=1
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참가 물질

5

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HCID 6228DimethylformamideHCID 22123597(3RS,4RS)-4-[4-(2-chloroethyloxy)phenyl]-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-thiochromanHCID 221236141-(4,4,5,5,5-Pentafluoropentyl)piperazine

생성물 1

HCID 22123602(3RS,4RS)-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-4-{4-[2-(4-(4,4,5,5,5-pentafluoropentyl)piperazino)ethyloxy]phenyl}thiochroman수율 77%

시약·촉매·용매 1

HCID 962Water용매

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온도
80 °C

실험 절차

Under argon atmosphere 4-(4,4,5,5,5-pentafluoropentyl)piperazine (70 mg, 0.4 mmol) was added to dimethylformamide solution (0.5 ml) of (3RS,4RS)-4-[4-(2-chloroethyloxy)phenyl]-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-thiochroman (69 mg, 0.13 mmol) and then stirred for 8 hours at 80° C. After adding water, the reaction solution was extracted with ethyl acetate. The extract was distilled under reduced pressure to remove the solvent and the crude product thus obtained was then purified using amino silica gel plate (ethyl acetate:hexane=1:2) to obtain 67 mg (yield: 77%) of the title compound.

후처리

  1. extractionthe reaction solution was extracted with ethyl acetate
  2. distillationThe extract was distilled under reduced pressure
  3. customto remove the solvent
  4. customthe crude product thus obtained
  5. customwas then purified

출처 및 근거

ORD 기록
ord-5e5e760e0ca2474ba89d8e414bfccd65
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06153768

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