Hydrochloric Acid → 9-Acetyl-4-(1-acetylazetidin-3-yl)-7-chloro-6-fluoro-2-methyl-4,5-dihydro-1,4-benzoxazepin-3(2H)-one

HRID 626862노트

반응식

HRID 626862 반응식
[C:1]([N:4]1[CH2:7][CH:6]([N:8]2[CH2:14][C:13]3[C:15]([F:26])=[C:16]([Cl:25])[CH:17]=[C:18]([C:19]4([CH3:24])OCC[O:20]4)[C:12]=3[O:11][CH:10]([CH3:27])[C:9]2=[O:28])[CH2:5]1)(=[O:3])[CH3:2].Cl>CO.C(OCC)(=O)C.O>[C:19]([C:18]1[C:12]2[O:11][CH:10]([CH3:27])[C:9](=[O:28])[N:8]([CH:6]3[CH2:5][N:4]([C:1](=[O:3])[CH3:2])[CH2:7]3)[CH2:14][C:13]=2[C:15]([F:26])=[C:16]([Cl:25])[CH:17]=1)(=[O:20])[CH3:24]

참가 물질

6

반응물 2

HCID 313Hydrochloric AcidHCID 866975524-(1-Acetylazetidin-3-yl)-7-chloro-6-fluoro-2-methyl-9-(2-methyl-1,3-dioxolan-2-yl)-4,5-dihydro-1,4-benzoxazepin-3(2H)-one

생성물 1

HCID 866975539-Acetyl-4-(1-acetylazetidin-3-yl)-7-chloro-6-fluoro-2-methyl-4,5-dihydro-1,4-benzoxazepin-3(2H)-one수율 78%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매2회HCID 8857Ethyl Acetate용매

실험 절차

A solution of 4-(1-acetylazetidin-3-yl)-7-chloro-6-fluoro-2-methyl-9-(2-methyl-1,3-dioxolan-2-yl)-4,5-dihydro-1,4-benzoxazepin-3(2H)-one (190 mg, 0.460 mmol) in methanol (20 mL) and was treated with 6.0 M hydrogen chloride in water (1.15 mL, 6.90 mmol) and stirred at room temperature for 3 h. The reaction mixture was diluted with ethyl acetate and water. The organic layer was separated, washed with brine, dried over sodium sulfate, filtered, and concentrated to give the desired product (132 mg, 78%) as a mixture of enantiomers that was used without further purification. LCMS calculated for C17H19ClFN2O4(M+H)+: m/z=369.1; found: 369.1.

후처리

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e87b3c1ac3f54a89ab32f93d8d204ee8
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309251B2

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