Water → 3-(4-{6-[3-(4-Fluorophenyl)-1-trityl-1H-4-pyrazolyl]imidazo[1,2-a]pyridin-3-yl}phenoxy)propylamine

HRID 1792514ノート

反応式

HRID 1792514 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[CH:14]=[CH:15][C:16]4[N:17]([C:19]([C:22]5[CH:34]=[CH:33][C:25]([O:26][CH2:27][CH2:28][CH2:29][N:30]=[N+]=[N-])=[CH:24][CH:23]=5)=[CH:20][N:21]=4)[CH:18]=3)=[CH:11][N:10]([C:35]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[N:9]=2)=[CH:4][CH:3]=1.C(P)CCC.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1.C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([C:13]3[CH:14]=[CH:15][C:16]4[N:17]([C:19]([C:22]5[CH:34]=[CH:33][C:25]([O:26][CH2:27][CH2:28][CH2:29][NH2:30])=[CH:24][CH:23]=5)=[CH:20][N:21]=4)[CH:18]=3)=[CH:11][N:10]([C:35]([C:48]3[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=3)([C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[N:9]=2)=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 962WaterHCID 24436Sodium SulfateHCID 2784062ButylphosphineHCID 220318643-(4-{6-[3-(4-fluorophenyl)-1-trityl-1H-4-pyrazolyl]imidazo[1,2-a]pyridin-3-yl}phenoxy)-propyl azide

生成物 1

HCID 220310713-(4-{6-[3-(4-Fluorophenyl)-1-trityl-1H-4-pyrazolyl]imidazo[1,2-a]pyridin-3-yl}phenoxy)propylamine収率 84.9%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 351 mg 3-(4-{6-[3-(4-fluorophenyl)-1-trityl-1H-4-pyrazolyl]imidazo[1,2-a]pyridin-3-yl}phenoxy)-propyl azide obtained in Example 15 in 10 mL tetrahydrofuran was stirred at room temperature in a stream of nitrogen, 0.15 mL n-butyl phosphine was added thereto and stirred for 2 hours. Then, 2 mL water was added thereto and further stirred for 4 hours. Ethyl acetate and anhydrous sodium sulfate were added to the reaction solution and stirred. The drying agent was filtered off, the filtrate was concentrated, and the residue was subjected to silica gel column chromatography. By gradual elution with an eluent from hexane:ethyl acetate=1:1 (v/v) to ethyl acetate:methanol 100:1 (v/v), 287 mg of the title compound was obtained as a pale brown amorphous.

後処理

  1. additionwas added
  2. stirringfurther stirred for 4 hours
  3. stirringstirred
  4. filtrationThe drying agent was filtered off
  5. concentrationthe filtrate was concentrated
  6. washBy gradual elution with an eluent from hexane

出典と根拠

ORDレコード
ord-80dfa5754aae434986bc35ed32398ad0
出典データセット
uspto-grants-2006_07
特許番号
US07074801B1

反応ノート

読み込み中…