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

HRID 1033384노트

반응식

HRID 1033384 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-c777f54b6ad44a8a8da50a4e9d93f728
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05310737

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