Ethanol → HCID 178470738, 화합물

HRID 554671노트

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HRID 554671 반응식
[CH:1]1([C:4]([N:6]([CH2:9][C:10]2[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:11]=2[C:20]2[CH:21]=[C:22]([CH2:28][C:29]([OH:31])=[O:30])[CH:23]=[N:24][C:25]=2[O:26]C)[CH2:7][CH3:8])=[O:5])[CH2:3][CH2:2]1.S(Cl)(Cl)=O.[CH3:36][CH2:37]O>C(Cl)Cl.O>[CH2:36]([O:31][C:29](=[O:30])[CH2:28][C:22]1[CH:23]=[N:24][C:25]([OH:26])=[C:20]([C:11]2[CH:12]=[CH:13][C:14]([C:16]([F:18])([F:19])[F:17])=[CH:15][C:10]=2[CH2:9][N:6]([C:4]([CH:1]2[CH2:2][CH2:3]2)=[O:5])[CH2:7][CH3:8])[CH:21]=1)[CH3:37]

참가 물질

6

반응물 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 45138482(5-{2-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-methoxy-pyridin-3-yl)-acetic acid

생성물 1

HCID 178470738HCID 178470738, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

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온도
80 °C

실험 절차

To a solution of (5-{2-[(cyclopropanecarbonyl-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-methoxy-pyridin-3-yl)-acetic acid (0.099 g, 0.22 mmol) in EtOH (1 mL) was added thionyl chloride (0.16 mL, 2.19 mmol), and the reaction was stirred at 80° C. overnight. The mixture was diluted with CH2Cl2 and H2O, and the aqueous layer was extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated to give (5-{2-[(N-cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-hydroxy-pyridin-3-yl)-acetic acid ethyl ester. The ester was hydrolyzed to the acid as described in Example 3, Step 7.

후처리

  1. extractionthe aqueous layer was extracted with CH2Cl2
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5813404ca161462dad468ab59067e465
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08049015B2

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