Triethylamine → HCID 67215740, 화합물

HRID 472902노트

반응식

HRID 472902 반응식
Cl[C:2]([C:4]1[CH:5]=[CH:6][C:7]([N+:14]([O-:16])=[O:15])=[C:8]([CH:13]=1)[C:9]([O:11][CH3:12])=[O:10])=[O:3].C(N(CC)CC)C.[CH:24]1[N:25]=[CH:26][N:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=12>ClCCCl>[CH:24]1[N:25]=[C:26]([C:2]([C:4]2[CH:5]=[CH:6][C:7]([N+:14]([O-:16])=[O:15])=[C:8]([CH:13]=2)[C:9]([O:11][CH3:12])=[O:10])=[O:3])[N:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=12

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 274090Imidazo(1,5-a)pyridineHCID 12350504Methyl 5-(chlorocarbonyl)-2-nitrobenzoate

생성물 1

HCID 67215740HCID 67215740, 화합물

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

5.6 g (0.023 mol) of methyl 5-(chlorocarbonyl)-2-nitrobenzoate and 3.4 ml (0.024 mol) of triethylamine are added to 1.3 g (0.011 mol) of imidazo[1,5-a]pyridine [described in J. Chem. Soc., (1955), 2834-2836] dissolved in 100 ml of 1,2-dichloroethane. The mixture is stirred at ambient temperature for 4 hours. The reaction medium is concentrated under reduced pressure and then the residue is taken up in dichloromethane and a saturated aqueous sodium bicarbonate solution. The organic phase is separated by settling, washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure. The product is purified by column chromatography on silica gel, elution being carried out with dichloromethane. After evaporation, 3.1 g of a yellow solid are collected. Melting point: 151° C.; 1H NMR (d6-DMSO): 3.92 (3H, s), 7.39-7.42 (1H, m), 7.50-7.54 (1H, m), 8.00 (1H, s), 8.10 (1H, d), 8.25 (1H, d), 8.69 (1H, d), 8.76 (1H, s), 9.78 (1H, d)

후처리

  1. concentrationThe reaction medium is concentrated under reduced pressure
  2. customThe organic phase is separated
  3. washwashed with a saturated aqueous sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe product is purified by column chromatography on silica gel, elution
  7. customAfter evaporation, 3.1 g of a yellow solid
  8. customare collected

출처 및 근거

ORD 기록
ord-9e40f5c0f7e54cba85f2fc9d6bf5482c
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633216B2

반응 노트

불러오는 중…