[1-(4-Methyl-benzyl)-2,5-dioxo-3-propyl-imidazolidin-4-yl]-acetic acid → HCID 57719045, 화합물

HRID 1985179노트

반응식

HRID 1985179 반응식
[CH3:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[C:11](=O)[CH:10]([CH2:13][C:14](O)=[O:15])[N:9]([CH2:17][CH2:18][CH3:19])[C:8]2=[O:20])=[CH:4][CH:3]=1>C1COCC1>[OH:15][CH2:14][CH2:13][CH:10]1[CH2:11][N:7]([CH2:6][C:5]2[CH:21]=[CH:22][C:2]([CH3:1])=[CH:3][CH:4]=2)[C:8](=[O:20])[N:9]1[CH2:17][CH2:18][CH3:19]

참가 물질

3

반응물 1

HCID 57719268[1-(4-Methyl-benzyl)-2,5-dioxo-3-propyl-imidazolidin-4-yl]-acetic acid

생성물 1

HCID 57719045HCID 57719045, 화합물수율 84%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of [1-(4-methyl-benzyl)-2,5-dioxo-3-propyl-imidazolidin-4-yl]-acetic acid (3.23 g, 10.6 mmol) in THF (50 mL) is treated dropwise with 1 M solution of borane-THF complex in THF (53.1 mL, 53.1 mmol) and then stirred at room temperature under N2 for 4 hours. The reaction is quenched with methanol (30 mL) and stirred at room temperature for 16 hour. The solvent is removed to give crude product that is purified by flash chromatography using 97.5/2.5 CH2Cl2:MeOH to afford 2.46 g (84%) 4-(2-hydroxy-ethyl)-1-(4-methyl-benzyl)-3-propyl-imidazolidin-2-one. 1H NMR. MS (ES+) Calc'd for C16H25N2O2 (M+1) 277. Found m/z 277 (100%).

후처리

  1. customThe reaction is quenched with methanol (30 mL)
  2. stirringstirred at room temperature for 16 hour
  3. customThe solvent is removed
  4. customto give crude product that
  5. customis purified by flash chromatography

출처 및 근거

ORD 기록
ord-9bcf91a50da344f2bceb3fb71744fc17
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544812B2

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