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 2199515ノート

反応式

HRID 2199515 の反応式
[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

参加物

6

反応物 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

生成物 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)sulfoximide収率 56%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-46dd1f7631da4c29bce8a3e230727187
出典データセット
uspto-grants-2016_06
特許番号
US09359306B2

反応ノート

読み込み中…