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

HRID 1292758ノート

反応式

HRID 1292758 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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%))

出典と根拠

ORDレコード
ord-7fe31553f83a4f89b8ed7add2a165b90
出典データセット
uspto-grants-2007_07
特許番号
US07238691B2

反応ノート

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