1,3-Propanediol → HCID 44217649, 화합물

HRID 76119노트

반응식

HRID 76119 반응식
[OH-].[Na+].[CH2:3]([N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([CH2:19]Cl)=[N:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:21]([OH:25])[CH2:22][CH2:23][OH:24]>>[CH2:3]([N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([CH2:19][O:24][CH2:23][CH2:22][CH2:21][OH:25])=[N:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

참가 물질

4

반응물 3

HCID 104421,3-PropanediolHCID 14798Sodium HydroxideHCID 532606481-Benzyl-3-(chloromethyl)-1H-indazole

생성물 1

HCID 44217649HCID 44217649, 화합물

반응 조건

온도
130 °C

실험 절차

To a solution of NaOH (2.8 g; 0.07 mol) in 1,3-propanediol (150 ml) stirred at room temperature was added 1-benzyl-3-chloromethylindazole, prepared as described in Example 2a of EP 382 276 (17.6 g; 0.07 mol). The solution was heated at 130° C. for 4 hours and then cooled to room temperature, and the solvent was evaporated off under reduced pressure. The residue was taken up in water (100 ml) and the product was extracted with ethyl acetate (3×100 ml). The combined organic phases were concentrated under reduced pressure and the crude residue obtained was purified by flash chromatography on silica gel, using as eluent a 1/1 hexane/ethyl acetate mixture. The product was purified by crystallization from an approximately 1/1 hexane/ethyl acetate mixture.

후처리

  1. customprepared
  2. temperaturecooled to room temperature
  3. customthe solvent was evaporated off under reduced pressure
  4. extractionthe product was extracted with ethyl acetate (3×100 ml)
  5. concentrationThe combined organic phases were concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-115752aae62a4506a6c461fe1d7feac6
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835481B2

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