4-Methylmorpholine → HCID 86631521、化合物

HRID 1806146ノート

反応式

HRID 1806146 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:5]([NH:8][C:9]2[S:10][CH:11]=[C:12]([CH2:14][C:15]([O:20][CH3:21])([CH3:19])[C:16](O)=[O:17])[N:13]=2)=[N:6][CH:7]=1.CN1CCOCC1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.[C:57]([NH:60][NH2:61])(=[O:59])[CH3:58]>C(Cl)Cl.CN(C=O)C>[C:57]([NH:60][NH:61][C:16](=[O:17])[C:15]([O:20][CH3:21])([CH3:19])[CH2:14][C:12]1[N:13]=[C:9]([NH:8][C:5]2[C:4]([O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:3][C:2]([Br:1])=[CH:7][N:6]=2)[S:10][CH:11]=1)(=[O:59])[CH3:58]

参加物

8

反応物 5

HCID 79724-MethylmorpholineHCID 14039AcetohydrazideHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 57742924HCID 57742924、化合物

生成物 1

HCID 86631521HCID 86631521、化合物収率 100.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

In a 20 mL scintillation vial, 3-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)-2-methoxy-2-methylpropanoic acid (0.087 g, 0.187 mmol) was dissolved in CH2Cl2 (5 mL) and DMF (2 mL) and N-methylmorpholine (0.0309 mL, 0.281 mmol), followed by addition of HOBT. The mixture was cooled to 0° C. and EDCI (0.047 g, 0.244 mmol) was added. The resulting mixture was agitated for 30 minutes and acetohydrazide (0.021 g, 0.28 mmol) was added. The mixture was then agitated overnight, diluted with 50 mL of CH2Cl2 and washed with citric acid solution, sodium bicarbonate solution twice, dried and evaporated to give the title compound (0.0975 g, quantitative yield). Crude product was used in the next step.

後処理

  1. stirringThe mixture was then agitated overnight
  2. washwashed with citric acid solution, sodium bicarbonate solution twice
  3. customdried
  4. customevaporated

出典と根拠

ORDレコード
ord-ce56809d42c34a89817fc06e2eee63a8
出典データセット
uspto-grants-2013_01
特許番号
US08354540B2

反応ノート

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