Potassium Carbonate → (S)-3-(3,3-dimethylbutan-2-ylamino)-1-(4-fluorophenyl)propan-1-one

HRID 403588

反応式

HRID 403588 の反応式
Cl[CH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)=[O:5].C([O-])([O-])=O.[K+].[K+].[CH3:19][C:20]([CH3:25])([CH3:24])[C@@H:21]([NH2:23])[CH3:22]>C(#N)C>[CH3:19][C:20]([CH3:25])([CH3:24])[C@@H:21]([NH:23][CH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)=[O:5])[CH3:22]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 676722-Chloro-4'-fluoropropiophenoneHCID 7004913(2S)-3,3-dimethylbutan-2-amine

生成物 1

HCID 58485266(S)-3-(3,3-dimethylbutan-2-ylamino)-1-(4-fluorophenyl)propan-1-one収率 94.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 3-chloro-1-(4-fluorophenyl)propan-1-one (5.0 g, 0.027 mol) and K2CO3 (7.45 g, 0.054 mol) in acetonitrile (100 mL) was added (S)-3,3-dimethylbutan-2-amine (3.24 g, 0.032 mol), and the reaction mixture was stirred at rt overnight. The solution was filtered, and the filtrate was concentrated to give (S)-3-(3,3-dimethylbutan-2-ylamino)-1-(4-fluorophenyl)propan-1-one (6.40 g, 94%), which was used for the next step without further purification. 1H NMR (CDCl3): 0.82 (s, 9H), 0.91-0.96 (d, 3H), 2.14-2.22 (m, 1H), 2.73-2.82 (m, 1H), 3.01-3.11 (m, 3H), 7.01-7.09 (m, 2H), 7.88-7.96 (m, 2H).

後処理

  1. filtrationThe solution was filtered
  2. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-421d2e5ff52449afa3f410a3ea9b5b5d
出典データセット
uspto-grants-2014_06
特許番号
US08748444B2

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