1,2-Dichloroethane → HCID 70212244、化合物

HRID 2269344ノート

反応式

HRID 2269344 の反応式
[C:1]([O:5][C:6]([NH:8][C@@H:9]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)CCl.[CH:21]1[CH:22]=C[C:24]2[N:29](O)N=[N:27][C:25]=2[CH:26]=1.NC1C=NC=CC=1>CN(C=O)C>[N:29]1[CH:22]=[CH:21][CH:26]=[C:25]([NH:27][C:10](=[O:12])[C@@H:9]([NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[C:13]([CH3:16])([CH3:15])[CH3:14])[CH:24]=1

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 100093-AminopyridineHCID 757711-HydroxybenzotriazoleHCID 2734668(S)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid

生成物 1

HCID 70212244HCID 70212244、化合物収率 40.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
25 °C

実験手順

To a solution of (2S)-2-tert-butoxycarbonylamino-3,3-dimethylbutanoic acid (3 g, 12.99 mmol) in DMF (25 mL) is added EDC (2.73 g, 14.29 mmol) and HOBT (1.93 g, 14.29 mmol). The resulting solution is stirred at 25° C. for 0.5 h and 3-aminopyridine (1.83 g, 19.48 mmol) is; added and the reaction is heated to 50° C. for 18 h. The mixture is concentrated, diluted with EtOAc (50 mL), and washed with saturated aqueous sodium bicarbonate. The organic layer is dried over anhydrous magnesium sulfate and concentrated in vacuo to provide (2S)-2-tert-butoxycarbonylamino-3,3-dimethylbutanoic acid 3-pyridylamide as a foam (1.6 g, 40% yield).

後処理

  1. additionadded
  2. temperaturethe reaction is heated to 50° C. for 18 h
  3. concentrationThe mixture is concentrated
  4. additiondiluted with EtOAc (50 mL)
  5. washwashed with saturated aqueous sodium bicarbonate
  6. dry with materialThe organic layer is dried over anhydrous magnesium sulfate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-8e5be89cef134691b433808039ee3d46
出典データセット
uspto-grants-2001_12
特許番号
US06329400B1

反応ノート

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