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Cesium carbonate → N-(4-(3-(Tetrahydrofuran-3-YL)pyridin-2-yloxy)phenyl)benzo[D]thiazol-2-amine

HRID 410295
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HRID 410295 반응식
F[C:2]1[C:7]([CH:8]2[CH2:12][CH2:11][O:10][CH2:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1.[S:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N:15]=[C:14]1[NH:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CS(C)=O.O>[O:10]1[CH2:11][CH2:12][CH:8]([C:7]2[C:2]([O:29][C:26]3[CH:25]=[CH:24][C:23]([NH:22][C:14]4[S:13][C:17]5[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=5[N:15]=4)=[CH:28][CH:27]=3)=[N:3][CH:4]=[CH:5][CH:6]=2)[CH2:9]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 10796Cesium carbonateHCID 593268134-(Benzo[d]thiazol-2-ylamino)phenolHCID 593272332-Fluoro-3-(tetrahydrofuran-3-YL)pyridine

생성물 1

HCID 59327054N-(4-(3-(Tetrahydrofuran-3-YL)pyridin-2-yloxy)phenyl)benzo[D]thiazol-2-amine

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매
HCID 962
Water
용매

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온도
100 °C

실험 절차

A glass microwave reaction vessel was charged with 2-fluoro-3-(tetrahydrofuran-3-yl)pyridine (1.00 g, 5.98 mmol), 4-(benzo[d]thiazol-2-ylamino)phenol (1.56 g, 6.44 mmol) and cesium carbonate (4.88 g, 14.98 mmol) in DMSO (10 mL). The reaction mixture was sealed under argon and was heated thermally at 100° C. for 24 h. The reaction was cooled to rt and diluted with water. The product turned into a gum and the aqueous solution was decanted. The gum was stirred over MeOH for 1 h resulting in a precipitate that was filtered, washed with MeOH and dried in vacuo to give the title compound as a white crystalline solid. MS (ESI, pos. ion) m/z: 389.9 (M+1). IC50 (uM) +++++.

후처리

  1. customA glass microwave reaction vessel
  2. customThe reaction mixture was sealed under argon
  3. temperatureThe reaction was cooled to rt
  4. customthe aqueous solution was decanted
  5. customresulting in a precipitate that
  6. filtrationwas filtered
  7. washwashed with MeOH
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-7af70fa35c104961aec8a6fbe9eaf621
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08759532B2

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