Dimethylformamide → HCID 57001654, 화합물

HRID 1264307노트

반응식

HRID 1264307 반응식
[H-].[Na+].[CH3:3][O:4][C:5](=[O:19])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]2CN[C:15](=O)[NH:14][CH2:13]2)=[CH:8][CH:7]=1.CI.[CH3:22][N:23]([CH:25]=[O:26])[CH3:24]>C1COCC1>[CH3:3][O:4][C:5](=[O:19])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]2[CH2:13][N:14]([CH3:15])[C:25](=[O:26])[N:23]([CH3:24])[CH2:22]2)=[CH:8][CH:7]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 54013698HCID 54013698, 화합물

생성물 1

HCID 57001654HCID 57001654, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a cooled (0° C.) suspension of sodium hydride dispersion (60% in mineral oil (88 mg, 2.2 mmol) in THF (3 mL) is added a solution comprising of 4-(2-oxo-hexahydro-pyrimidin-5-yl)-benzoic acid methyl ester (236 mg, 1 mmol, reference example 95) and methyl iodide (300 μL, 5 mmol) in DMF (4 mL). The resulting mixture is stirred for 16 h. then quenched with water, diluted with ethyl acetate, washed with water and brine, dried over MgSO4 and concentrated to give the title compound (255 mg) as a tan solid. 1H NMR (CDCl3) δ 2.98 (s, 6H), 3.37-3.53 (m, 5H), 3.93 (s, 3H), 7.32 (d, J=8 Hz, 2H), 8.01 (d, J=8 Hz, 2H). MS (ion spray) m/z 263 (M+H)+.

후처리

  1. temperatureTo a cooled
  2. customthen quenched with water
  3. additiondiluted with ethyl acetate
  4. washwashed with water and brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f1969eeafcdc4250ac861c4078d643ab
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06541505B1

반응 노트

불러오는 중…