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Tert-butyl (2-chloro-5-cyano-3-(morpholinomethyl)phenyl)carbamate → 3-Amino-4-chloro-5-(morpholinomethyl)benzonitrile

HRID 921768
ノート
印刷プレビュー

反応式

HRID 921768 の反応式
[Cl:1][C:2]1[C:7]([CH2:8][N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:6][C:5]([C:15]#[N:16])=[CH:4][C:3]=1[NH:17]C(=O)OC(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[NH2:17][C:3]1[CH:4]=[C:5]([CH:6]=[C:7]([CH2:8][N:9]2[CH2:10][CH2:11][O:12][CH2:13][CH2:14]2)[C:2]=1[Cl:1])[C:15]#[N:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 86708657Tert-butyl (2-chloro-5-cyano-3-(morpholinomethyl)phenyl)carbamate

生成物 1

HCID 867086563-Amino-4-chloro-5-(morpholinomethyl)benzonitrile収率 99.3%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

A solution of tert-butyl (2-chloro-5-cyano-3-(morpholinomethyl)phenyl)carbamate (45 mg, 0.128 mmol) in a mixture of DCM (2 mL) and TFA (2 mL) was left stirring at room temperature for 1 hr. The solvent was removed and the residue was dissolved in MeOH and applied onto an SCX column. This was washed with MeOH and the product was eluted with 2N NH3 in MeOH. The solvent was removed to leave 3-amino-4-chloro-5-(morpholinomethyl)benzonitrile (32 mg).

後処理

  1. waitwas left
  2. customThe solvent was removed
  3. dissolutionthe residue was dissolved in MeOH
  4. washThis was washed with MeOH
  5. washthe product was eluted with 2N NH3 in MeOH
  6. customThe solvent was removed

出典と根拠

ORDレコード
ord-2096d7bd584d461886d529bf5f79f21d
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09273057B2

反応ノート

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