1,2-Dichloroethane → methyl 1H-indazole-6-carboxylate

HRID 14163

반응식

HRID 14163 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([OH:12])=[O:11])[CH:8]=2)[CH:3]=[N:2]1.[CH2:13](Cl)CCl.C1C=CC2N(O)N=NC=2C=1.C(N(CC)CC)C>C(Cl)Cl.CO>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([O:12][CH3:13])=[O:11])[CH:8]=2)[CH:3]=[N:2]1

참가 물질

7

반응물 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 162279381H-indazole-6-carboxylic acid

생성물 1

HCID 286535methyl 1H-indazole-6-carboxylate수율 87.9%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

반응 조건

온도
40 °C

실험 절차

To a mixture of 1H-indazole-6-carboxylic acid (1.0 g) in methylene chloride (15 mL) was added EDC (1.8 g), HOBT (1.27 g), and triethylamine (1.29 mL). The mixture was heated to 40° C. for 30 minutes at which time methanol (10.0 mL) was added. The mixture was stirred at 40° C. for 18 h. The mixture was removed from heat, cooled to room temperature and poured into methylene chloride. The mixture was washed twice with water then brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 0.955 g of the title compound: 1H NMR (CDCl3) δ 3.98, 7.81, 7.86, 8.16, 8.29, 10.6.

후처리

  1. additionwas added
  2. customThe mixture was removed
  3. temperaturefrom heat
  4. temperaturecooled to room temperature
  5. additionpoured into methylene chloride
  6. washThe mixture was washed twice with water
  7. dry with materialbrine, dried over anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-6a1bc93ee637409f95728a186a28d160
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727997B2

연결된 노트

불러오는 중…