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Isopropyl iodide → HCID 59635761, 화합물

HRID 2036495
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HRID 2036495 반응식
[CH3:1][C:2]([CH3:34])([CH2:5][C@@:6]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[O:11][C:10](=[O:12])[N:9]([C@H:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][C:24](=[O:27])[NH:23][CH:22]=3)=[CH:17][CH:16]=2)[CH3:14])[CH2:8][CH2:7]1)[C:3]#[N:4].C([O-])([O-])=O.[Cs+].[Cs+].[CH:41](I)([CH3:43])[CH3:42]>CN(C=O)C>[CH:41]([N:23]1[C:24](=[O:27])[CH:25]=[CH:26][C:21]([C:18]2[CH:19]=[CH:20][C:15]([C@@H:13]([N:9]3[CH2:8][CH2:7][C@:6]([CH2:5][C:2]([CH3:1])([CH3:34])[C:3]#[N:4])([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[O:11][C:10]3=[O:12])[CH3:14])=[CH:16][CH:17]=2)=[CH:22]1)([CH3:43])[CH3:42]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 596356372,2-dimethyl-3-((R)-2-oxo-3-((S)-1-(4-(6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-6-yl)propanenitrile

생성물 1

HCID 59635761HCID 59635761, 화합물수율 30%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2,2-dimethyl-3-((R)-2-oxo-3-((S)-1-(4-(6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-6-yl)propanenitrile (6 mg, 0.013 mmol) was dissolved in DMF (2.5 mL). Cs2CO3 (c.a. 15 mg, excess) and i-PrI (100 μL, excess) were added. The mixture was stirred for 3 h at rt. LC-MS found the reaction was complete. The mixture was purified by prep HPLC to afford 3-((R)-3-((S)-1-(4-(1-isopropyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)-2,2-dimethylpropanenitrile (1.99 mg, 30%). LC-MS Method 1 tR=2.03 min, m/z=498; 1H NMR (CDCl3) 8.35 (d, 1H), 7.80 (dd, 1H), 7.37 (m, 5H), 7.22 (d, 2H), 6.92 (d, 2H), 6.83(d, 1H), 5.66 (q, 1H), 5.22 (m, 1H), 2.93 (m, 1H), 2.16 (s, 2H), 1.55 (d, 3H), 1.46 (s, 3H), 1.40 (d, 6H), 1.33 (s, 3H).

후처리

  1. customThe mixture was purified by prep HPLC

출처 및 근거

ORD 기록
ord-11ca4504465f4303b8e4753c0e36adb3
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08575157B2

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