4-Methylmorpholine → HCID 86631521, 화합물

HRID 1806146노트

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HRID 1806146 반응식
[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]

참가 물질

8

반응물 5

HCID 79724-MethylmorpholineHCID 14039AcetohydrazideHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 57742924HCID 57742924, 화합물

생성물 1

HCID 86631521HCID 86631521, 화합물수율 100.2%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-ce56809d42c34a89817fc06e2eee63a8
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354540B2

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