Azidotrimethylsilane → HCID 178489101, 화합물

HRID 33931

반응식

HRID 33931 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.C[Si]([N:21]=[N+:22]=[N-:23])(C)C>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[NH:23][N:22]=[N:21][C:10]=2[C:11]2[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=2)=[CH:7][CH:8]=1

참가 물질

3

반응물 2

HCID 78378AzidotrimethylsilaneHCID 45952534-[2-(4-Methoxyphenyl)ethynyl]pyridine

생성물 1

HCID 178489101HCID 178489101, 화합물수율 53%

반응 조건

온도
150 °C

실험 절차

4-(2-(4-methoxyphenyl)ethynyl)pyridine (1.48 g, 7.1 mmol) and trimethylsilylazide (2.5 g, 21.3 mmol) were combined in a sealed tube which was heated 48 h in a 150° C. oil bath. The mixture was chromatographed on silica using an ethyl acetate-hexanes gradient giving a yellow solid (950 mg, 53%). 1H NMR (CDCl3, 400 mHz) δ 8.50 (d, 2H, J=5.8 Hz), 7.60 (d, 2H, J=5.8 Hz), 7.36 (d, 2H, J=8.7 Hz), 6.92 (d, 2H, J=8.7 Hz), 3.81 (s, 3H), 2.80 (br, 1H). MS (AP+) m/e 253 (MH+).

후처리

  1. customThe mixture was chromatographed on silica using an ethyl acetate-hexanes gradient

출처 및 근거

ORD 기록
ord-fbfc539e405f4b0a87a9c6ec5d541498
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429665B2

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