Carbon Dioxide → 5-[((1r)-1-{1-[3-(1-Methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]-2-[4-(methylsulfonyl)phenyl]pyridine

HRID 423613노트

반응식

HRID 423613 반응식
[CH3:1][CH:2]([C:4]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][CH:12]([CH:15]([O:17][C:18]3[CH:19]=[CH:20][C:21]([C:24]4[CH:29]=[CH:28][C:27]([S:30]([CH3:33])(=[O:32])=[O:31])=[CH:26][CH:25]=4)=[N:22][CH:23]=3)[CH3:16])[CH2:11][CH2:10]2)[O:6][N:5]=1)[CH3:3].C(=O)=O>CO>[CH3:3][CH:2]([C:4]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][CH:12]([C@H:15]([O:17][C:18]3[CH:19]=[CH:20][C:21]([C:24]4[CH:25]=[CH:26][C:27]([S:30]([CH3:33])(=[O:32])=[O:31])=[CH:28][CH:29]=4)=[N:22][CH:23]=3)[CH3:16])[CH2:11][CH2:10]2)[O:6][N:5]=1)[CH3:1]

참가 물질

4

반응물 2

HCID 280Carbon DioxideHCID 59177801(+/-)-5-[(1-{1-[3-(1-Methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]-2-[4-(methylsulfonyl)phenyl]pyridine

생성물 1

HCID 591778095-[((1r)-1-{1-[3-(1-Methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]-2-[4-(methylsulfonyl)phenyl]pyridine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The racemic 5-[(1-{1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]-2-[4-(methylsulfonyl)phenyl]pyridine (prepared as in Example 146) was subjected to Chiral HPLC [column: AS-H, column mobile phase: 75% CO2: 25% MeOH (2 mL/min), pressure 140 bar, temperature 40° C., 215 nm] analysis and then separated to give two (R and S) enantiomers. The title compound was isolated as a white foam with Tr of 10.25 min (first eluting peak). The (R) absolute stereochemistry was assigned by Ab initio VCD analysis.

후처리

  1. customseparated
  2. customto give two (R and S) enantiomers

출처 및 근거

ORD 기록
ord-52729937a6e94bc38c26c893ad8ab67b
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101634B2

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