Chloroacetamide → HCID 86712753, 화합물

HRID 1754545노트

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HRID 1754545 반응식
[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(C(C)C)C(C)C)C.Cl[CH2:28][C:29]([NH2:31])=[O:30]>CN(C)C=O>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([CH2:28][C:29]([NH2:31])=[O:30])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 6580ChloroacetamideHCID 81531DiisopropylethylamineHCID 162445931-Benzyl-1,2,3,4-tetrahydroquinoxaline

생성물 1

HCID 86712753HCID 86712753, 화합물수율 97.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

A solution of 1 g (4.46 mmol) 1-benzyl-1,2,3,4-tetrahydroquinoxaline in 10 ml of dimethylformamide was treated with 3.14 ml (18.15 mmol) of N-Ethyl-N-isopropylpropan-2-amine, and subsequently 863 mg (9.23 mmol) 2-chloroacetamide was added. The reaction mixture was heated in a microwave system at 100° C. for four hours. The resulting mixture was quenched with water and extracted once with ethylacetate. The aqueous phase was set to pH 10 with sodium hydroxide solution and extracted 3× with ethylacetate. The combined organic extracts were dried with magnesium sulfate, evaporated till dryness and directly purified by column chromatography on silica (eluent: starting with heptane and then up to 100% ethylacetate) to yield 1.224 g of the title compound.

후처리

  1. additionwas added
  2. customThe resulting mixture was quenched with water
  3. extractionextracted once with ethylacetate
  4. extractionextracted 3× with ethylacetate
  5. dry with materialThe combined organic extracts were dried with magnesium sulfate
  6. customevaporated till dryness
  7. customdirectly purified by column chromatography on silica (eluent

출처 및 근거

ORD 기록
ord-74d81cd6398449468d2b4536ec494df4
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09169253B2

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