Ethanol → HCID 90402822、化合物

HRID 2200615ノート

反応式

HRID 2200615 の反応式
[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

参加物

6

反応物 4

HCID 702EthanolHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 90402721HCID 90402721、化合物HCID 90402811HCID 90402811、化合物2 回

生成物 1

HCID 90402822HCID 90402822、化合物収率 79.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a79f458163b548bcae81aca1d009b45c
出典データセット
uspto-grants-2016_06
特許番号
US09359359B2

反応ノート

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