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

HRID 1678221노트

반응식

HRID 1678221 반응식
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]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 111482324-Chloro-2-(methylsulfonyl)pyrimidineHCID 59023728HCID 59023728, 화합물

생성물 1

HCID 183768662-(Methylsulfonyl)pyrimidin-4-amine수율 85.6%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-5a1152be1c14494aa38182f71b6e7ed2
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008481B2

반응 노트

불러오는 중…