Dichloromethane → (2S)-N-[3-(5H-dibenzo[a,d][7]annulen-5-ylidene)propyl]-N,4-dimethyl-2-(methylamino)pentanamide hydrochloride

HRID 2061225ノート

反応式

HRID 2061225 の反応式
FC(F)(F)C(O)=O.[CH:8]1[C:18]2[CH:17]=[CH:16][C:15]3[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=3[C:13](=[CH:23][CH2:24][CH2:25][N:26]([CH3:43])[C:27]([C@@H:29]([N:34](C)[C:35](=O)OC(C)(C)C)[CH2:30][CH:31]([CH3:33])[CH3:32])=[O:28])[C:12]=2[CH:11]=[CH:10][CH:9]=1.[Cl:44]CCl>>[ClH:44].[CH:19]1[C:15]2[CH:16]=[CH:17][C:18]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[C:13](=[CH:23][CH2:24][CH2:25][N:26]([CH3:43])[C:27](=[O:28])[C@@H:29]([NH:34][CH3:35])[CH2:30][CH:31]([CH3:33])[CH3:32])[C:14]=2[CH:22]=[CH:21][CH:20]=1

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 59853865t-butyl (1S)-1-{[[3-(5H-dibenzo[a,d][7]annulen-5-ylidene)propyl] (methyl) amino]carbonyl}-3-methylbutyl(methyl)carbamate

生成物 1

HCID 68420933(2S)-N-[3-(5H-dibenzo[a,d][7]annulen-5-ylidene)propyl]-N,4-dimethyl-2-(methylamino)pentanamide hydrochloride

実験手順

5 ml of dichloromethane and 2.5 ml of trifluoroacetic acid were added to 169 mg (0.35 mmol) of t-butyl (1S)-1-{[[3-(5H-dibenzo[a,d][7]annulen-5-ylidene)propyl] (methyl)amino]carbonyl}-3-methylbutyl(methyl)carbamate, and they were stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure. 1 N aqueous sodium hydroxide solution was added thereto to make it basic. After extracting with ethyl acetate, the organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was dissolved in 5 ml of 1,4-dioxane. 4 N hydrochloric acid/1,4-dioxane solution was added to the obtained solution. The resultant mixture was concentrated under reduced pressure to obtain the title compound.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. addition1 N aqueous sodium hydroxide solution was added
  3. extractionAfter extracting with ethyl acetate
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. dissolutionThe residue was dissolved in 5 ml of 1,4-dioxane
  7. addition4 N hydrochloric acid/1,4-dioxane solution was added to the obtained solution
  8. concentrationThe resultant mixture was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-72da68c2b7ac44f385a86ec762f33af4
出典データセット
uspto-grants-2012_10
特許番号
US08278329B2

反応ノート

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