Water → (R)-2-(4-cyano-3,5-difluorophenylamino)-4-methylpentanamide

HRID 2201061

反応式

HRID 2201061 の反応式
[F:1][C:2]1[CH:9]=[C:8](F)[CH:7]=[C:6]([F:11])[C:3]=1[C:4]#[N:5].Cl.[NH2:13][C@@H:14]([C:19]([NH2:21])=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17].CCN(C(C)C)C(C)C.O>CS(C)=O.CCOC(C)=O>[C:4]([C:3]1[C:2]([F:1])=[CH:9][C:8]([NH:13][C@H:14]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:19]([NH2:21])=[O:20])=[CH:7][C:6]=1[F:11])#[N:5]

参加物

7

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 7371772,4,6-TrifluorobenzonitrileHCID 56776963(R)-2-Amino-4-methylpentanamide hydrochloride

生成物 1

HCID 67509019(R)-2-(4-cyano-3,5-difluorophenylamino)-4-methylpentanamide収率 26.1%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 2,4,6-trifluorobenzonitrile (208 mg, 1.32 mmol) in DMSO (2 mL), a solution of D-leucine amide hydrochloride (220 mg, 1.32 mmol) and DIEA (0.688 mL, 3.96 mmol) in DMSO (5 mL) was added. After being stirred at room temperature for 18 h, water and EtOAc were added. The organic phase was separated, washed with water, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted with 20-80% EtOAc in hexane to give (R)-2-(4-cyano-3,5-difluorophenylamino)-4-methylpentanamide (92 mg).

後処理

  1. customThe organic phase was separated
  2. washwashed with water
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by a silica gel column
  6. washeluted with 20-80% EtOAc in hexane

出典と根拠

ORDレコード
ord-a5e14c12274847e1ab85fbded44b6354
出典データセット
uspto-grants-2016_06
特許番号
US09359375B2

関連ノート

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