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

HRID 414606노트

반응식

HRID 414606 반응식
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

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 11130Triethylamine hydrochlorideHCID 13075762HCID 13075762, 화합물HCID 143294173-(Methoxymethyl)-1-methylpyrazole-4-carbonyl chloride

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ad8b308f479049099452cf0250976f47
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04792565

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