Benzyl Alcohol → benzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamate

HRID 577736

반응식

HRID 577736 반응식
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][O:5][C:6]1[CH:10]=[C:9](C(O)=O)[N:8]([CH3:14])[N:7]=1.C([N:18]([CH2:21]C)CC)C.C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:30])=CC=1.[CH2:40]([OH:47])[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1>C1(C)C=CC=CC=1>[CH3:15][N:2]([CH3:1])[CH2:3][CH2:4][O:5][C:6]1[CH:10]=[C:9]([NH:18][C:21](=[O:30])[O:47][CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[N:8]([CH3:14])[N:7]=1

참가 물질

6

반응물 4

HCID 244Benzyl AlcoholHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 866796683-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazole-5-carboxylic acid

생성물 1

HCID 86679669benzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamate수율 29%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a stirred solution of 3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazole-5-carboxylic acid (3.3 g, 15.5 mmol) and triethylamine (2.35 g, 23.2 mmol) in dry toluene (50 mL) was added DPPA (4.69 g, 17 mmol) under N2 and the mixture was refluxed for 1 hr. After the addition of benzyl alcohol (3.35 g, 31 mmol), the mixture was refluxed overnight. The mixture was concentrated in vacuo to give crude product, which was purified by column chromatography (silica gel, CH2Cl2/MeOH 30:1) to give the title compound (1.42 g, 29% yield) as a colorless oil.

후처리

  1. temperaturethe mixture was refluxed for 1 hr
  2. temperaturethe mixture was refluxed overnight
  3. concentrationThe mixture was concentrated in vacuo
  4. customto give crude product, which
  5. customwas purified by column chromatography (silica gel, CH2Cl2/MeOH 30:1)

출처 및 근거

ORD 기록
ord-0961618d403b4cdb9490b64d59174ec1
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040547B2

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