Isobutyl chloroformate → HCID 118023801, 화합물

HRID 929291노트

반응식

HRID 929291 반응식
[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]

참가 물질

6

반응물 4

HCID 62365Isobutyl chloroformateHCID 75717N,N-Dimethylsuccinamic acidHCID 81531DiisopropylethylamineHCID 67499640HCID 67499640, 화합물

생성물 1

HCID 118023801HCID 118023801, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-54184d858a9441dbb8b7bde39f656dd9
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09295260B2

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