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

HRID 577736

反応式

HRID 577736 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-0961618d403b4cdb9490b64d59174ec1
出典データセット
uspto-grants-2015_05
特許番号
US09040547B2

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