Ethanol → HCID 90402822, 화합물

HRID 2200615노트

반응식

HRID 2200615 반응식
[NH2:1][C:2]1[C:3](=[O:20])[N:4]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[C:5](=[O:10])[N:6]([CH3:9])[C:7]=1[NH2:8].[F:21][C:22]([F:37])([F:36])[O:23][C:24]1[CH:25]=[C:26]([CH:33]=[CH:34][CH:35]=1)[O:27][CH2:28][CH2:29][C:30](O)=O.CCN=C=NCCCN(C)C.[CH2:49]([OH:51])C>O>[NH2:8][C:7]1[N:6]([CH3:9])[C:5](=[O:10])[N:4]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[C:3](=[O:20])[C:2]=1[NH:1][C:49](=[O:51])[CH2:30][CH2:29][CH2:28][O:27][C:26]1[CH:33]=[CH:34][CH:35]=[C:24]([O:23][C:22]([F:37])([F:36])[F:21])[CH:25]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 90402721HCID 90402721, 화합물HCID 90402811HCID 90402811, 화합물2회

생성물 1

HCID 90402822HCID 90402822, 화합물수율 79.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 5,6-diamino-3-(4-methoxybenzyl)-1-methylpyrimidine-2,4(1H,3H)-dione (100 mg, 0.362 mmol, Intermediate 59) in ethanol (3 mL) was added 3-(3-(trifluoromethoxy)phenoxy)propanoic acid (96 mg, 0.364 mmol) and EDCI (105 mg, 0.546 mmol). The reaction was stirred at room temperature for 3 h. Then the mixture was diluted with water and the precipitate was collected by filtration and rinsed with water. The solids were then dissolved in ethyl acetate. This organic solution was dried over sodium sulfate and concentrated to give N-(6-amino-3-(4-methoxybenzyl)-1-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-4-(3-(trifluoromethoxy)phenoxy)butanamide (150 mg, 79.3%) as a yellow solid. LCMS retention time 1.422 min; LCMS MH+ 523.

후처리

  1. filtrationthe precipitate was collected by filtration
  2. washrinsed with water
  3. dissolutionThe solids were then dissolved in ethyl acetate
  4. dry with materialThis organic solution was dried over sodium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a79f458163b548bcae81aca1d009b45c
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359359B2

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