Stannous Chloride → 2-Cyclopropyl-7-fluoro-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochloride

HRID 131334노트

반응식

HRID 131334 반응식
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([NH:12][C:13]3[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=3[N+:20]([O-])=O)=[C:8]([CH:11]=2)[C:9]#[N:10])[CH2:3][CH2:2]1.[Sn](Cl)[Cl:24]>C(O)C.Cl>[ClH:24].[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]3[NH:12][C:13]4[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=4[N:20]=[C:9]([NH2:10])[C:8]=3[CH:11]=2)[CH2:3][CH2:2]1

참가 물질

5

반응물 2

HCID 24479Stannous ChlorideHCID 586258745-Cyclopropyl-2-(5-fluoro-2-nitro-phenylamino)-benzonitrile

생성물 1

HCID 692138672-Cyclopropyl-7-fluoro-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochloride수율 61%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회HCID 702Ethanol용매

실험 절차

Heat a solution of 5-cyclopropyl-2-(5-fluoro-2-nitro-phenylamino)-benzonitrile (0.447 g, 1.50 mmol) in ethanol (7 ml) to 60° C. Add a solution of tin (II) chloride (0.855 g, 4.51 mmol) in 5.0 N hydrochloric acid (7 ml) and heat the resulting mixture to reflux for 16 hours. Cool the reaction to room temperature, add 25 ml of 5.0 N hydrochloric acid and place the mixture in a freezer for 16 hours. Collect by filtration the precipitated product from the solution. Wash solid with 5.0 N hydrochloric acid to obtain 0.277 g of the title compound (0.91 mmol, 61% yield) as a yellow amorphous solid: Mass Spectrum (m/e): 268(M+1).

후처리

  1. temperatureheat the resulting mixture
  2. temperatureto reflux for 16 hours
  3. temperatureCool
  4. customthe reaction to room temperature
  5. filtrationCollect by filtration the precipitated product from the solution
  6. washWash solid with 5.0 N hydrochloric acid

출처 및 근거

ORD 기록
ord-4dde9add43aa4955b7a0a0f32d98d308
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384934B2

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