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

HRID 131334ノート

反応式

HRID 131334 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4dde9add43aa4955b7a0a0f32d98d308
出典データセット
uspto-grants-2008_06
特許番号
US07384934B2

反応ノート

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