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tert-butyl (E)-[5-(3,4-dichlorostyryl)-2,3-dihydro-1-methyl-1H-1,4-benzodiazepin-7-yl]carbamate → (E)-5-(3,4-dichlorostyryl)-2,3-dihydro-1-methyl-1H-1,4-benzodiazepin-7-amine hydrochloride

HRID 48359
ノート
印刷プレビュー

反応式

HRID 48359 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][C:29]=1[Cl:30])[CH:5]=[CH:6][C:7]1=[N:8][CH2:9][CH2:10][N:11]([CH3:26])[C:12]2[CH:17]=[CH:16][C:15]([NH:18]C(=O)OC(C)(C)C)=[CH:14][C:13]1=2>C(#N)C.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][C:29]=1[Cl:30])[CH:5]=[CH:6][C:7]1=[N:8][CH2:9][CH2:10][N:11]([CH3:26])[C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][C:13]1=2
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 1

HCID 86585822tert-butyl (E)-[5-(3,4-dichlorostyryl)-2,3-dihydro-1-methyl-1H-1,4-benzodiazepin-7-yl]carbamate

生成物 1

HCID 69892163(E)-5-(3,4-dichlorostyryl)-2,3-dihydro-1-methyl-1H-1,4-benzodiazepin-7-amine hydrochloride収率 165.1%

試薬・触媒・溶媒 3

HCID 6422Trifluoroacetic acid触媒HCID 7519Anisole触媒HCID 6342Acetonitrile
溶媒

実験手順

To a solution of 11 mg (0.025 mmol) of tert-butyl (E)-[5-(3,4-dichlorostyryl)-2,3-dihydro-1-methyl-1H-1,4-benzodiazepin-7-yl]carbamate in 0.5 ml of acetonitrile and 1 drop of anisole was added 1 drop of trifluoroacetic acid. The solution was stirred for 20 minutes, concentrated under reduced pressure and the residue partitioned between brine and dichloromethane. The organic phase was dried over magnesium sulphate, filtered and evaporated, redissolved in a solution of hydrogen chloride in ethyl acetate and the solvent removed to afford 7.9 mg of (E)-5-(3,4-dichlorostyryl)-2,3-dihydro-1-methyl-1H-1,4-benzodiazepin-7-amine hydrochloride as a red solid MS: m/e 346.2 [M+H]+.

後処理

  1. concentrationconcentrated under reduced pressure
  2. customthe residue partitioned between brine and dichloromethane
  3. dry with materialThe organic phase was dried over magnesium sulphate
  4. filtrationfiltered
  5. customevaporated
  6. dissolutionredissolved in a solution of hydrogen chloride in ethyl acetate
  7. customthe solvent removed

出典と根拠

ORDレコード
ord-1a2b4a40082f4f8983fca7ce2853d8bc
出典データセット
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06703387B2

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート