Triethylamine → 2-[(2-{[4-(3,4-Dichlorophenoxy)piperidin-1-yl]methyl}morpholin-4-yl)carbonyl]6-fluoroimidazo[1,2-a]pyridine

HRID 1292758노트

반응식

HRID 1292758 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH:13]2[O:18][CH2:17][CH2:16][NH:15][CH2:14]2)[CH2:8][CH2:7]1.C(N(CC)CC)C.[F:30][C:31]1[CH:32]=[CH:33][C:34]2[N:35]([CH:37]=[C:38]([C:40](Cl)=[O:41])[N:39]=2)[CH:36]=1.C([O-])(O)=O.[Na+]>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH:13]2[O:18][CH2:17][CH2:16][N:15]([C:40]([C:38]3[N:39]=[C:34]4[CH:33]=[CH:32][C:31]([F:30])=[CH:36][N:35]4[CH:37]=3)=[O:41])[CH2:14]2)[CH2:8][CH2:7]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 113599152-{[4-(3,4-Dichlorophenoxy)piperidin-1-yl]methyl}morpholineHCID 179747796-Fluoroimidazo[1,2-a]pyridine-2-carbonyl Chloride

생성물 1

HCID 101421172-[(2-{[4-(3,4-Dichlorophenoxy)piperidin-1-yl]methyl}morpholin-4-yl)carbonyl]6-fluoroimidazo[1,2-a]pyridine수율 8.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The product of Example 2, Step (c) (0.2 g) was dissolved in dichloromethane (4 ml) and triethylamine (0.16 ml) added. The product of Step (c) (0.12 g) was then added and the reaction stirred for 2 hrs. Saturated aqueous NaHCO3 solution was added and the product was extracted with dichloromethane. The combined organic extracts were dried with MgSO4 and concentrated. Purification by reverse phase HPLC (with a gradient eluent system (25% MeCN/NH3(aq) (0.1%) to 95% MeCN/NH3(aq) (0.1%)) gave the title compound (0.024 g).

후처리

  1. extractionthe product was extracted with dichloromethane
  2. dry with materialThe combined organic extracts were dried with MgSO4
  3. concentrationconcentrated
  4. customPurification by reverse phase HPLC (with a gradient eluent system (25% MeCN/NH3(aq) (0.1%) to 95% MeCN/NH3(aq) (0.1%))

출처 및 근거

ORD 기록
ord-7fe31553f83a4f89b8ed7add2a165b90
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07238691B2

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