Triethylamine → 3-[1-(4-Methoxyphenyl)-5-(3-pyridyl)-3-pyrazolyl]-propionic acid hydrochloride

HRID 5015

반응식

HRID 5015 반응식
O=[C:2]([CH2:8][C:9](=O)[C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6].CCN(CC)CC.[ClH:24].[CH3:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([NH:33][NH2:34])=[CH:29][CH:28]=1>CO>[ClH:24].[CH3:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]2[C:9]([C:10]3[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=3)=[CH:8][C:2]([CH2:3][CH2:4][C:5]([OH:7])=[O:6])=[N:34]2)=[CH:29][CH:28]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27239044-Methoxyphenylhydrazine hydrochlorideHCID 151691084,6-Dioxo-6-(3-pyridyl)hexanoic acid

생성물 1

HCID 678573363-[1-(4-Methoxyphenyl)-5-(3-pyridyl)-3-pyrazolyl]-propionic acid hydrochloride수율 52%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Compound 29 (2.21 g, 10 mM) in methanol (150 ml) containing Et3N (2 ml) was treated with 4-methoxyphenylhydrazine hydrochloride (1.85 g, 10.6 mM) at RT for 4 hr. The solvent was removed in vacuo and the residue was partitioned between 5% NaOH and Et2O. The basic aqueous layer was separated and acidified with 10% HCl to pH 2. Saturated brine was added and the aqueous layer was exhaustively extracted with CH2Cl2. The combined CH2Cl2 layers were concentrated to give the title compound 31 as a tan crystalline solid (Recry. Acetone, 1.87 g, 52%) mp=226°-228° C., MS, m/e 323 (M+).

후처리

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between 5% NaOH and Et2O
  3. customThe basic aqueous layer was separated
  4. additionSaturated brine was added
  5. extractionthe aqueous layer was exhaustively extracted with CH2Cl2
  6. concentrationThe combined CH2Cl2 layers were concentrated

출처 및 근거

ORD 기록
ord-cbbe96bf61684243a07da170a8302318
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05242940

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