Hydrochloric Acid → (RS)-S-(4-{[4-{[(1R,2R)-2-(Benzyloxy)-1-methylpropyl]oxy}-5-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)-S-cyclopropyl-N-(trifluoroacetyl)sulfoximide

HRID 2199515노트

반응식

HRID 2199515 반응식
[CH2:1]([O:8][C@H:9]([CH3:24])[C@@H:10]([CH3:23])[O:11][C:12]1[C:17]([C:18]([F:21])([F:20])[F:19])=[CH:16][N:15]=[C:14](Cl)[N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:25][C:26]1[CH:31]=[CH:30][C:29]([S:32]([CH:41]2[CH2:43][CH2:42]2)(=[N:34][C:35](=[O:40])[C:36]([F:39])([F:38])[F:37])=[O:33])=[CH:28][CH:27]=1.Cl>C(#N)C.O1CCOCC1>[CH2:1]([O:8][C@H:9]([CH3:24])[C@H:10]([O:11][C:12]1[C:17]([C:18]([F:21])([F:20])[F:19])=[CH:16][N:15]=[C:14]([NH:25][C:26]2[CH:27]=[CH:28][C:29]([S:32]([CH:41]3[CH2:43][CH2:42]3)(=[N:34][C:35](=[O:40])[C:36]([F:39])([F:37])[F:38])=[O:33])=[CH:30][CH:31]=2)[N:13]=1)[CH3:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 468994684-[(1R,2R)-2-benzyloxy-1-methyl-propoxy]-2-chloro-5-(trifluoromethyl)pyrimidineHCID 58533486N-[(R)-(4-Aminophenyl)(cyclopropyl)oxidosulphanylidene]-2,2,2-trifluoroacetamide

생성물 1

HCID 58533490(RS)-S-(4-{[4-{[(1R,2R)-2-(Benzyloxy)-1-methylpropyl]oxy}-5-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)-S-cyclopropyl-N-(trifluoroacetyl)sulfoximide수율 56%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 312751,4-Dioxane용매

반응 조건

온도
80 °C

실험 절차

4-((1R,2R)-2-benzyloxy-1-methylpropoxy)-2-chloro-5-trifluoromethylpyrimidine and (RS)—S-(4-aminophenyl)-S-cyclopropyl-N-(trifluoroacetyl)sulphoximide in acetonitrile were admixed with a 4N solution of hydrogen chloride in dioxane and stirred for 5 hours at 80° C. After cooling, the mixture was diluted with acetic ester and washed with saturated sodium hydrogen carbonate solution and saturated sodium chloride solution, dried (Na2SO4), filtered and concentrated by evaporation. The resulting residue was purified by means of chromatography (hexane/acetic ester 4:1) (yield: 56%).

후처리

  1. temperatureAfter cooling
  2. washwashed with saturated sodium hydrogen carbonate solution and saturated sodium chloride solution
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated by evaporation
  6. customThe resulting residue was purified by means of chromatography (hexane/acetic ester 4:1) (yield: 56%)

출처 및 근거

ORD 기록
ord-46dd1f7631da4c29bce8a3e230727187
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359306B2

반응 노트

불러오는 중…