Triethylamine → (3-(2-Tert-butylphenoxy)azetidin-1-yl)(5-methylisoxazol-3-yl)methanone

HRID 2041984

반응식

HRID 2041984 반응식
[C:1]([C:5]1[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=1[O:7][CH:8]1[CH2:11][NH:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:23][C:24]1[O:28][N:27]=[C:26]([C:29](Cl)=[O:30])[CH:25]=1>C(Cl)Cl>[C:1]([C:5]1[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=1[O:7][CH:8]1[CH2:9][N:10]([C:29]([C:26]2[CH:25]=[C:24]([CH3:23])[O:28][N:27]=2)=[O:30])[CH2:11]1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27368945-Methylisoxazole-3-carbonyl chlorideHCID 534095303-(2-Tert-butylphenoxy)azetidine

생성물 1

HCID 59577162(3-(2-Tert-butylphenoxy)azetidin-1-yl)(5-methylisoxazol-3-yl)methanone수율 83.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 3-(2-tert-butylphenoxy)azetidine (0.18 g, 0.80 mmol) and triethylamine (0.24 g, 2.4 mmol) in methylene chloride (4.0 mL) was added 5-methylisoxazole-3-carbonyl chloride (0.12 g, 0.80 mmol) at room temperature. After 2 h the reaction mixture was directly purified by flash column chromatography (silica gel, 80:20 heptane/ethyl acetate) to provide (3-(2-tert-butylphenoxy)azetidin-1-yl)(5-methylisoxazol-3-yl)methanone (0.21 g, 83%) as a white solid.

후처리

  1. customAfter 2 h the reaction mixture was directly purified by flash column chromatography (silica gel, 80:20 heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-0171da3054464bd58bc8649caf102b85
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08586571B2

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