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Diisopropylethylamine → 1-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-[4-(4-methoxy-benzothiazole-2-carbonyl)-piperidin-1-yl]-ethanone

HRID 1012942
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HRID 1012942 반응식
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([C:12]([CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[O:13])[S:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.Cl[CH2:21][C:22]([C:24]1[CH:33]=[CH:32][C:27]2[O:28][CH2:29][CH2:30][O:31][C:26]=2[CH:25]=1)=[O:23].CCN(C(C)C)C(C)C>CN(C=O)C>[O:28]1[C:27]2[CH:32]=[CH:33][C:24]([C:22](=[O:23])[CH2:21][N:17]3[CH2:18][CH2:19][CH:14]([C:12]([C:10]4[S:11][C:7]5[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:8]=5[N:9]=4)=[O:13])[CH2:15][CH2:16]3)=[CH:25][C:26]=2[O:31][CH2:30][CH2:29]1
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참가 물질

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반응물 3

HCID 81531DiisopropylethylamineHCID 27801786-Chloroacetyl-1,4-benzodioxaneHCID 67315952(4-Methoxy-benzothiazol-2-yl)-piperidin-4-yl-methanone

생성물 1

HCID 119990461-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-[4-(4-methoxy-benzothiazole-2-carbonyl)-piperidin-1-yl]-ethanone수율 65%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

실험 절차

A mixture of (4-methoxy-benzothiazol-2-yl)-piperidin-4-yl-methanone (333 mg, 1.2 mmol) and 2-chloro-1-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-ethanone (256 mg, 1.2 mmol) in DMF (4 ml) was treated with DIPEA (199 ul, 1.2 mmol) and the mixture was stirred at RT overnight. The mixture was poured on water and extracted with EtOAc. The organic layers were dried over MgSO4 and concentrated. Chromatography on SiO2 (hex/EtOAc 1:1, EtOAc) and crystallisation from ether gave 350 mg (65%) of title compound as a yellowish solid.

후처리

  1. additionThe mixture was poured on water
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layers were dried over MgSO4
  4. concentrationconcentrated
  5. customChromatography on SiO2 (hex/EtOAc 1:1, EtOAc) and crystallisation from ether

출처 및 근거

ORD 기록
ord-ce9fd1e87cf74b9a8199bec2d517053f
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07981886B2

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