3-Amino-3-methylpiperidine-2,6-dione hydrochloride → HCID 67230396, 화합물

HRID 448416노트

반응식

HRID 448416 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:18]=[CH:17][CH:16]=[C:12]([C:13]([OH:15])=O)[C:11]=1[C:19]([OH:21])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:23][C:24]1([CH3:32])[CH2:29][CH2:28][C:27](=[O:30])[NH:26][C:25]1=[O:31]>N1C=CC=CC=1>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][C:10]1[CH:18]=[CH:17][CH:16]=[C:12]2[C:11]=1[C:19](=[O:21])[N:23]([C:24]1([CH3:32])[CH2:29][CH2:28][C:27](=[O:30])[NH:26][C:25]1=[O:31])[C:13]2=[O:15])([CH3:2])([CH3:3])[CH3:4]

참가 물질

4

반응물 2

HCID 219282523-Amino-3-methylpiperidine-2,6-dione hydrochlorideHCID 67230375HCID 67230375, 화합물

생성물 1

HCID 67230396HCID 67230396, 화합물수율 51.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A mixture of 3-(t-butoxycarbonylamino-methyl)-phthalic acid (3.3 g, 11.2 mmol) and 3-amino-3-methyl-piperidine-2,6-dione hydrochloride (2.0 g, 11.2 mmol) in pyridine (40 mL) was refluxed for 17 hours. The mixture was cooled and concentrated. The residue was dissolved in EtOAc (200 mL) and water (50 mL). The organic layer was washed with water (40 mL), Sat. NaHCO3 (40 mL), water (40 mL), and brine (40 mL), and dried (MgSO4). Solvent was removed, and the residue was purified by chromatography (Silica gel) to give [2-(3-methyl-2,6-dioxo-piperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-ylmethyl]-carbamic acid t-butyl ester (2.3 g, 51%): 1H NMR (CDCl3) δ 1.43 (s, 9H, 3(CH3)), 2.08 (s, 3H, CH3), 2.10-2.15 (m, 1H), 2.69-2.84 (m, 3H), 4.62 (d, J=6.5 Hz, 2H, CH2), 5.46 (m, 1H, NH), 7.64-7.76 (m, 3H, Ar), 8.15 (s, 1H, NH).

후처리

  1. temperaturewas refluxed for 17 hours
  2. temperatureThe mixture was cooled
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in EtOAc (200 mL)
  5. washThe organic layer was washed with water (40 mL), Sat. NaHCO3 (40 mL), water (40 mL), and brine (40 mL)
  6. dry with materialdried (MgSO4)
  7. customSolvent was removed
  8. customthe residue was purified by chromatography (Silica gel)

출처 및 근거

ORD 기록
ord-d63464dd3e5c4446a4a87557b0ed7742
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481568B2

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