3,4-Dimethoxybenzenesulfonyl chloride → 3,4-Dimethoxy-N-[5-(4-methoxyphenyl)-pyrimidine-2-yl]benzenesulfonamide

HRID 655987노트

반응식

HRID 655987 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[N:11][C:12]([NH2:15])=[N:13][CH:14]=2)=[CH:5][CH:4]=1.[CH3:16][O:17][C:18]1[CH:19]=[C:20]([S:26](Cl)(=[O:28])=[O:27])[CH:21]=[CH:22][C:23]=1[O:24][CH3:25]>N1C=CC=CC=1>[CH3:16][O:17][C:18]1[CH:19]=[C:20]([S:26]([NH:15][C:12]2[N:11]=[CH:10][C:9]([C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=3)=[CH:14][N:13]=2)(=[O:27])=[O:28])[CH:21]=[CH:22][C:23]=1[O:24][CH3:25]

참가 물질

4

반응물 2

HCID 27341833,4-Dimethoxybenzenesulfonyl chlorideHCID 445585905-(4-Methoxyphenyl)pyrimidin-2-amine

생성물 1

HCID 249948133,4-Dimethoxy-N-[5-(4-methoxyphenyl)-pyrimidine-2-yl]benzenesulfonamide수율 33.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 5-(4-methoxyphenyl)pyrimidin-2-amine (302 mg, 1.5 mmol) in 10 mL of dry pyridine was added 3,4-dimethoxybenzenesulfonyl chloride (398 mg, 1.68 mmol). The solution was stirred at room temperature under Argon. After 24 h, the pyridine was removed in vacuo and flashed off with toluene. The residue was partitioned between EtOAc and 1M HCl. EtOAc phase was washed with water to neutral, dried over Na2SO4 and evaporated in vacuo to give 0.20 g of a solid which was taken up in 4 mL of hot HOAc, diluted with 2 mL of water which initiated crystallization to give 181 mg of product with mp 218-220° C.

후처리

  1. customthe pyridine was removed in vacuo
  2. customThe residue was partitioned between EtOAc and 1M HCl
  3. washEtOAc phase was washed with water to neutral,
  4. dry with materialdried over Na2SO4
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-bdf383b7ed0042f28c7dda1a83ef48cd
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071631B2

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