5-Azidomethyl-3-(5-bromo-pyridin-2-yl)-4,5-dihydro-isoxazole → N-[3-(5-Bromo-pyridin-2-yl)-4,5-dihydro-isoxazol-5-ylmethyl]-acetamide

반응식

[N:1]([CH2:4][CH:5]1[O:9][N:8]=[C:7]([C:10]2[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][N:11]=2)[CH2:6]1)=[N+]=[N-].[C:17]([OH:20])(=S)[CH3:18]>>[Br:16][C:13]1[CH:14]=[CH:15][C:10]([C:7]2[CH2:6][CH:5]([CH2:4][NH:1][C:17](=[O:20])[CH3:18])[O:9][N:8]=2)=[N:11][CH:12]=1

참가 물질

반응물 2

HCID 179544695-Azidomethyl-3-(5-bromo-pyridin-2-yl)-4,5-dihydro-isoxazole

HCID 178418634HCID 178418634, 화합물

생성물 1

HCID 59749491N-[3-(5-Bromo-pyridin-2-yl)-4,5-dihydro-isoxazol-5-ylmethyl]-acetamide

실험 절차

5-Azidomethyl-3-(5-bromo-pyridin-2-yl)-4,5-dihydro-isoxazole (3 g, 10.6 mmol) and thioacetic acid (10 ml) were combined and stirred for 52 hours. The reaction mixture was concentrated in vacuo and then ethyl acetate (20 ml) was added. The resulting precipitate was filtered and washed with ethyl acetate (2×20 ml) to give the desired product (1.8 g).

후처리

concentrationThe reaction mixture was concentrated in vacuo
additionethyl acetate (20 ml) was added
filtrationThe resulting precipitate was filtered
washwashed with ethyl acetate (2×20 ml)

출처 및 근거

ORD 기록: ord-7cbdd22013e542f3a185b3fa8aec6a5e
출처 데이터셋: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07396847B2

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