Sodium hydride → 5-[5-Bromo-4-(2-hydroxy-1-methyl-propoxy)-pyrimidin-2-ylamino]-pyridine-2-sulfonic acid amide

HRID 1182064

반응식

HRID 1182064 반응식
[CH3:1][C@@H:2]([OH:6])[C@H:3]([OH:5])[CH3:4].[H-].[Na+].[Br:9][C:10]1[C:11](Cl)=[N:12][C:13]([NH:16][C:17]2[CH:18]=[CH:19][C:20]([S:23]([NH2:26])(=[O:25])=[O:24])=[N:21][CH:22]=2)=[N:14][CH:15]=1>N1C=CC=CC=1>[Br:9][C:10]1[C:11]([O:5][CH:3]([CH3:4])[CH:2]([OH:6])[CH3:1])=[N:12][C:13]([NH:16][C:17]2[CH:18]=[CH:19][C:20]([S:23]([NH2:26])(=[O:24])=[O:25])=[N:21][CH:22]=2)=[N:14][CH:15]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 225936(2R,3R)-ButanediolHCID 589818655-(5-bromo-4-chloro-pyrimidin-2-ylamino)-pyridine-2-sulfonic Acid Amide

생성물 1

HCID 693335545-[5-Bromo-4-(2-hydroxy-1-methyl-propoxy)-pyrimidin-2-ylamino]-pyridine-2-sulfonic acid amide수율 33.5%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

270 mg (1.5 mmol) of (2R, 3R)-(−)-2,3-butanediol is dissolved in 3 ml of pyridine and mixed with 30 mg (0.69 mmol) of sodium hydride. It is allowed to stir for 15 minutes at room temperature and then 110 mg (0.3 mmol) of 5-(5-bromo-4-chloro-pyrimidin-2-ylamino)-pyridine-2-sulfonic acid amide is added. After 1 hour at room temperature, it is stirred for 4 more hours at 50° C. Concentration by evaporation and flashing with dichloromethane/MeOH 4:1 yields 42 mg of 5-[5-bromo-4-(2-hydroxy-1-methyl-propoxy)-pyrimidin-2-ylamino]-pyridine-2-sulfonic acid amide: (34% of theory)°

후처리

  1. waitAfter 1 hour at room temperature
  2. stirringit is stirred for 4 more hours at 50° C
  3. concentrationConcentration
  4. customby evaporation

출처 및 근거

ORD 기록
ord-ad26941db4464a9c98880a0c4058bc51
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07288547B2

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