Isobutyl chloroformate → HCID 118023801、化合物

HRID 929291ノート

反応式

HRID 929291 の反応式
[CH3:1][N:2]([CH3:10])[C:3](=[O:9])[CH2:4][CH2:5][C:6]([OH:8])=O.C[CH2:12][N:13](C(C)C)[CH:14](C)C.ClC(OCC(C)C)=O.CNC1[C:31]([CH3:41])=[N:32][N:33]([C:35]2[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[CH:34]=1>C(Cl)Cl>[CH3:12][N:13]([CH3:14])[C:6](=[O:8])[CH2:5][CH2:4][C:3]([N:2]([CH3:10])[C:1]1[C:31]([CH3:41])=[N:32][N:33]([C:35]2[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[CH:34]=1)=[O:9]

参加物

6

反応物 4

HCID 62365Isobutyl chloroformateHCID 75717N,N-Dimethylsuccinamic acidHCID 81531DiisopropylethylamineHCID 67499640HCID 67499640、化合物

生成物 1

HCID 118023801HCID 118023801、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To an ice cold solution of 4-(dimethylamino)-4-oxobutanoic acid (0.174 g, 1.20 mmol) in CH2Cl2 (2 mL) was added DIPEA (0.208 mL, 1.120 mmol) followed by isobutyl chloroformate (0.138 mL, 1.06 mmol). The mixture was stirred for 10 minutes, and the resulting mixed anhydride was added to a solution of N,3-dimethyl-1-(pyridin-3-yl)-1H-pyrazol-4-amine (0.100 g, 0.531 mmol) in CH2Cl2 (0.66 mL). The reaction mixture was stirred at room temperature (about 22° C.) for one hour. The crude reaction mixture was concentrated and purified via reverse phase column chromatography (0%-100% acetonitrile (MeCN)/water) to give the desired product F62 as a white solid (0.155 g, 83%).

後処理

  1. stirringThe reaction mixture was stirred at room temperature (about 22° C.) for one hour
  2. customThe crude reaction mixture
  3. concentrationwas concentrated
  4. custompurified via reverse phase column chromatography (0%-100% acetonitrile (MeCN)/water)

出典と根拠

ORDレコード
ord-54184d858a9441dbb8b7bde39f656dd9
出典データセット
uspto-grants-2016_03
特許番号
US09295260B2

反応ノート

読み込み中…