Triethylamine → 2-(Methylsulfonyl)pyrimidin-4-amine

HRID 1678221ノート

反応式

HRID 1678221 の反応式
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8]([CH3:11])(=[O:10])=[O:9])[N:3]=1.S1C(C2C=C(N)C=C3C=2N[N:23]=C3)=CC2C=CC=CC1=2.CCN(CC)CC>COCCOC>[CH3:11][S:8]([C:4]1[N:3]=[C:2]([NH2:23])[CH:7]=[CH:6][N:5]=1)(=[O:10])=[O:9]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 111482324-Chloro-2-(methylsulfonyl)pyrimidineHCID 59023728HCID 59023728、化合物

生成物 1

HCID 183768662-(Methylsulfonyl)pyrimidin-4-amine収率 85.6%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒2 回

実験手順

To a mixture of 4-chloro-2-methanesulfonyl-pyrimidine (2.54 g, 13.2 mmol) in DME (20 mL) was added a mixture of 7-benzo[b]thiophen-2-yl-1H-indazol-5-ylamine (Example #F.8.1, 1.95 g, 7.35 mmol) and Et3N (1.43 mL, 10.3 mmol) in DME (160 mL). The reaction mixture was stirred at room temperature for about 16 hours then filtered, then filtrate was adsorbed onto alumina. The mixture was purified by flash column chromatography over alumina using CH2Cl2/MeOH (99:1) as an eluent to yield the initial crop of product. A second crop was obtained by triturating the alumina in CH2Cl2/MeOH (8:2) and combined with the first to afford 7-benzo[b]thiophen-2-yl-1H-indazol-5-yl)-(2-methanesulfonyl-pyrimidin-4-yl)-amine (1.09 g, 36% yield): LC/MS (method e) Rt 1.8 min; m/z (ESI−): (M−H)+ 419.9.

後処理

  1. additionwas added
  2. filtrationthen filtered
  3. customThe mixture was purified by flash column chromatography over alumina
  4. customto yield the initial crop of product
  5. customA second crop was obtained
  6. customby triturating the alumina in CH2Cl2/MeOH (8:2)

出典と根拠

ORDレコード
ord-5a1152be1c14494aa38182f71b6e7ed2
出典データセット
uspto-grants-2011_08
特許番号
US08008481B2

反応ノート

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