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

HRID 1591437ノート

反応式

HRID 1591437 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) 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 (200 MHz, 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-ad12d909ed054f99986305ed99f2c3ca
出典データセット
uspto-grants-1993_04
特許番号
US05206235

反応ノート

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