Water → 3-Azido-7-fluoro-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one

HRID 1033384ノート

反応式

HRID 1033384 の反応式
I[CH:2]1[CH2:8][CH2:7][C:6]2[CH:9]=[C:10]([F:13])[CH:11]=[CH:12][C:5]=2[NH:4][C:3]1=[O:14].[N-:15]=[N+:16]=[N-:17].CN(C)C(=[NH2+])N(C)C.O>C(Cl)Cl>[N:15]([CH:2]1[CH2:8][CH2:7][C:6]2[CH:9]=[C:10]([F:13])[CH:11]=[CH:12][C:5]=2[NH:4][C:3]1=[O:14])=[N+:16]=[N-:17]

参加物

5

反応物 3

HCID 962WaterHCID 541990513-iodo-7-fluoro-2,3,4,5-tetrahydro-1H-1-benzazepin-2-oneHCID 178484365HCID 178484365、化合物

生成物 1

HCID 538629013-Azido-7-fluoro-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one収率 90.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

101 mg (0.33 mmol) of 3-iodo-7-fluoro-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one (Step B) was dissolved in 8.3 mL of methylene chloride and 105 mg (0.66 mmol, 2 eq) of tetramethylguanidinium azide was added. The mixture was stirred at room temperature for 16 hours then water was added and the layers allowed to separate. The organic layer was removed, washed with water and brine, then dried over magnesium sulfate, filtered and solvents removed under vacuum to afford 66 mg (0.30 mmol, 90%) of the product. 1H NMR (200MHz, CDCl3): 2.28 (m,1H), 2.45 (m,1H), 2.73 (m,1H), 2.93 (m,1H), 3.86 (dd:8,11 Hz;1H), 7.0 (m,3H), 8.15 (br s,1H). FAB-MS: calculated for C10H9FN4O 220: found 221 (M+H,100%).

後処理

  1. customto separate
  2. customThe organic layer was removed
  3. washwashed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customsolvents removed under vacuum

出典と根拠

ORDレコード
ord-c777f54b6ad44a8a8da50a4e9d93f728
出典データセット
uspto-grants-1994_05
特許番号
US05310737

反応ノート

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