Water → 5-amino-3-(3-ethoxy-4-methoxyphenyl)-1-(2-hydroxyethyl)-1H-pyrazole-4-carbonitrile

HRID 238064노트

반응식

HRID 238064 반응식
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:12](OC)=[C:13]([C:16]#[N:17])[C:14]#[N:15])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH3:2].[OH:20][CH2:21][CH2:22][NH:23][NH2:24].C(N(CC)CC)C.O>C(O)C>[NH2:17][C:16]1[N:23]([CH2:22][CH2:21][OH:20])[N:24]=[C:12]([C:6]2[CH:7]=[CH:8][C:9]([O:10][CH3:11])=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=2)[C:13]=1[C:14]#[N:15]

참가 물질

6

반응물 4

HCID 962WaterHCID 80172-HydrazinoethanolHCID 8471TriethylamineHCID 866170192-((3-Ethoxy-4-methoxyphenyl)(methoxy)methylene)malononitrile

생성물 1

HCID 687075235-amino-3-(3-ethoxy-4-methoxyphenyl)-1-(2-hydroxyethyl)-1H-pyrazole-4-carbonitrile

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-((3-ethoxy-4-methoxyphenyl)(methoxy)methylene)malononitrile (200 mg, 0.78 mmol), 2-hydroxyethylhydrazine (0.056 mL, 0.78 mmol), and triethylamine (0.10 mL, 0.78 mmol) were combined in ethanol (5 mL) and heated to reflux for 90 minutes. The reaction was then cooled to RT, water was added and the aqueous phase was extracted three times with EtOAc, CH2Cl2, and CHCl3. The organic phase was concentrated and carried onto the next step without further characterization. ESI-MS (M+H)+ m/z calcd 303.1, found 303.0.

후처리

  1. temperatureheated
  2. temperatureto reflux for 90 minutes
  3. extractionthe aqueous phase was extracted three times with EtOAc, CH2Cl2, and CHCl3
  4. concentrationThe organic phase was concentrated

출처 및 근거

ORD 기록
ord-5380aed4bd6747a9a533c7121ce7afd1
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642604B2

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