Triethylamine → alpha-(1-Methyl-3-methoxymethylpyrazol-4-ylcarbonylamino)-(2-furyl)acetonitrile

HRID 414606ノート

反応式

HRID 414606 の反応式
Cl.[O:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH:7]([NH2:10])[C:8]#[N:9].C(N(CC)CC)C.[CH3:18][N:19]1[CH:23]=[C:22]([C:24](Cl)=[O:25])[C:21]([CH2:27][O:28][CH3:29])=[N:20]1.Cl.C(N(CC)CC)C>C(OCC)(=O)C.O>[CH3:18][N:19]1[CH:23]=[C:22]([C:24]([NH:10][CH:7]([C:3]2[O:2][CH:6]=[CH:5][CH:4]=2)[C:8]#[N:9])=[O:25])[C:21]([CH2:27][O:28][CH3:29])=[N:20]1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 11130Triethylamine hydrochlorideHCID 13075762HCID 13075762、化合物HCID 143294173-(Methoxymethyl)-1-methylpyrazole-4-carbonyl chloride

生成物 1

HCID 14329418alpha-(1-Methyl-3-methoxymethylpyrazol-4-ylcarbonylamino)-(2-furyl)acetonitrile収率 78.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In 100 ml of ethyl acetate was suspended 3.2 g of alpha-(2-furyl)-aminoacetonitrile hydrochloride, and with ice cooling, 4.5 g of triethylamine was added. Then, 3.8 g of 1-methyl-3-methoxymethylpyrazole-4-carboxylic acid chloride was gradually added at 0° to 5° C. with stirring. After the addition, the mixture was further stirred at room temperature for 2 hours. Water (50 ml) was added to dissolve the precipitated triethylamine hydrochloride. The ethyl acetate layer was separated, washed with water, dried over anhydrous sodium sulfate, and distilled under reduced pressure to remove the solvent. The residue was chromatographed on a silica gel column, and the column was eluted with hexane/ethyl acetate to give 4.3 g (yield 78.6%) of the desired alpha-(1-methyl-3-methoxymethylpyrazol-4-ylcarbonylamino)-(2-furyl)acetonitrile.

後処理

  1. additionAfter the addition
  2. stirringthe mixture was further stirred at room temperature for 2 hours
  3. customThe ethyl acetate layer was separated
  4. washwashed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationdistilled under reduced pressure
  7. customto remove the solvent
  8. customThe residue was chromatographed on a silica gel column
  9. washthe column was eluted with hexane/ethyl acetate

出典と根拠

ORDレコード
ord-ad8b308f479049099452cf0250976f47
出典データセット
uspto-grants-1988_12
特許番号
US04792565

反応ノート

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