Dichloromethane → HCID 86686239, 화합물

HRID 1021290노트

반응식

HRID 1021290 반응식
[Si:1]([O:8][CH2:9][C:10]1[C:11]([F:28])=[C:12]([C:16]2[CH:17]=[N:18][C:19]([N:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)=[N:20][CH:21]=2)[CH:13]=[CH:14][CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].ClCCl.CCN(C(C)C)C(C)C.Cl[CH2:42][CH2:43][S:44](Cl)(=[O:46])=[O:45]>O.C(Cl)(Cl)Cl>[Si:1]([O:8][CH2:9][C:10]1[C:11]([F:28])=[C:12]([C:16]2[CH:17]=[N:18][C:19]([N:22]3[CH2:23][CH2:24][N:25]([S:44]([CH:43]=[CH2:42])(=[O:46])=[O:45])[CH2:26][CH2:27]3)=[N:20][CH:21]=2)[CH:13]=[CH:14][CH:15]=1)([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:2])[CH3:3]

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 15385Ethanesulfonylchloride, 2-chloro-HCID 81531DiisopropylethylamineHCID 86686241HCID 86686241, 화합물

생성물 1

HCID 86686239HCID 86686239, 화합물수율 58.8%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

반응 조건

온도
0 °C

실험 절차

5-[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-fluorophenyl]-2-(piperazin-1-yl)pyrim idine (500 mg) was mixed with dichloromethane (10 ml), and DIPEA (482 mg) and 2-chloroethanesulfonyl chloride (304 mg) were added thereto at 0° C., followed by stirring at 0° C. for 1.5 hours. CHCl3 and water were added to the reaction mixture, and the organic layer was washed with water and saturated brine, dried over Na2SO4, and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (EtOAc/hexane) to obtain 5-[3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-fluorophenyl]-2-[4-(vinylsulfonyl)piperazin-1-yl]pyrimidine (360 mg).

후처리

  1. additionwere added
  2. customat 0° C.
  3. washthe organic layer was washed with water and saturated brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (EtOAc/hexane)

출처 및 근거

ORD 기록
ord-805076aabb144df189acb0260a31b10c
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716470B2

반응 노트

불러오는 중…