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

HRID 1880160
ノート
印刷プレビュー

反応式

HRID 1880160 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒
HCID 962
Water
溶媒

反応条件

温度
100 °C

実験手順

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) +++++.

後処理

  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

出典と根拠

ORDレコード
ord-a3c40f1bc9434b54bf2415c7cefd2d54
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08318718B2

反応ノート

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