2-Azabicyclo[2.2.1]hept-5-ene → HCID 25192136, 화합물

HRID 1639678노트

반응식

HRID 1639678 반응식
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[C:3](=O)[NH:2]2.[H-].[H-].[H-].[H-].[Li+].[Al+3].C12CC(C=C1)CN2.[N:22]1[O:23][N:24]=[C:25]2[CH:30]=[C:29]([C:31](Cl)=[O:32])[CH:28]=[CH:27][C:26]=12>>[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][N:2]2[C:31]([C:29]1[CH:28]=[CH:27][C:26]2=[N:22][O:23][N:24]=[C:25]2[CH:30]=1)=[O:32]

참가 물질

5

반응물 4

HCID 1388052-Azabicyclo[2.2.1]hept-5-eneHCID 5486782-Azabicyclo(2.2.1)hept-5-en-3-oneHCID 27354532,1,3-Benzoxadiazole-5-carbonyl chlorideHCID 21226445Aluminium lithium hydride

생성물 1

HCID 25192136HCID 25192136, 화합물

실험 절차

Prepared from 2-azabicyclo[2.2.1]hept-5-en-3-one by reducing with LiAlH4 and then coupling the resultant 2-azabicyclo[2.2.1]hept-5-ene with [2,1,3]-benzoxadiazole-5-carbonylchloride as described for Example 7. The title product was isolated as a white solid after crystallization from MTBE/hexane: mp=106-108° C., LC-MS, MH+=242.25; 1H NMR (300 MHz, CDCl3, rotamers) δ 7.98-7.86 (m, 2H), 7.58-7.53 (m, 1H), 6.60-6.50 (m, 1H), 6.36-6.32 (m, 1H), 5.25 and 4.57 (s, total 1H), 3.67-3.62 (m, 1H), 3.39 and 3.32 (s, total 1H), 3.03 and 2.70 (both d, J=10.2 and 8.7 Hz respectively, total 1H), 1.75 ppm (s, 2H).

출처 및 근거

ORD 기록
ord-b092b8602b124584a82d66926841d342
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110584B2

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