Hydrochloric Acid → 6-(Di-pyridin-2-yl-amino)-hexanoic acid

HRID 404135

반응식

HRID 404135 반응식
[Li+].[OH-].C[O:4][C:5](=[O:24])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.Cl.CCOC(C)=O>O.C1COCC1>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[N:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C:5]([OH:24])=[O:4]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8857Ethyl AcetateHCID 585450216-(Di-pyridin-2-yl-amino)-hexanoic acid methyl ester

생성물 1

HCID 585450356-(Di-pyridin-2-yl-amino)-hexanoic acid수율 58%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

LiOH (12 mg, 0.50 mmol) in water (0.3 mL) was added to II (33 mg, 0.11 mmol) in THF (0.8 mL) at rt. After 2 h, the reaction mixture was neutralized with 2N HCl, and was then poured onto brine (5 mL), and EtOAc (5 mL) was added. The phases were separated and the aqueous phase was extracted with EtOAc (2×2 mL). The organic phases were combined, dried over MgSO4, filtered, and then evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography using CH2Cl2/MeOH (100:1 to 100:4) as eluant to furnish III as a colourless oil (18.1 mg, 58%).

후처리

  1. additionwas added
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with EtOAc (2×2 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe resulting residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-0965743f59744d0e87d2e80040436a9c
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748458B2

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