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 626862ノート

反応式

HRID 626862 の反応式
[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]

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-e87b3c1ac3f54a89ab32f93d8d204ee8
出典データセット
uspto-grants-2016_04
特許番号
US09309251B2

反応ノート

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