Ammonium Chloride → N-[1-(2-phenylethyl)-5-chloro-4-ethoxycarbonylpyrazol-3-yl]-N-[(2'-(N-triphenylmethyl-(1H-tetrazol-5-yl))-biphenyl-4-yl)methyl]-n-propylamine

HRID 357903ノート

反応式

HRID 357903 の反応式
[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].CCCC[CH2:10][CH3:11].C1([CH2:18][CH2:19][N:20]2[C:24](Br)=[C:23]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:22]([N:31]([CH2:69][CH2:70][CH3:71])[CH2:32][C:33]3[CH:38]=[CH:37][C:36]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=4[C:45]4[N:49]([C:50]([C:63]5[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=5)([C:57]5[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=5)[C:51]5[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=5)[N:48]=[N:47][N:46]=4)=[CH:35][CH:34]=3)=[N:21]2)C=CC=CC=1.C(=O)=O.CC(C)=O.[Cl:79]N1C(=O)CCC1=O.[Cl-].[NH4+]>C1COCC1>[C:4]1([CH2:18][CH2:19][N:20]2[C:24]([Cl:79])=[C:23]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:22]([N:31]([CH2:69][CH2:70][CH3:71])[CH2:32][C:33]3[CH:34]=[CH:35][C:36]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=4[C:45]4[N:49]([C:50]([C:51]5[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=5)([C:57]5[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=5)[C:63]5[CH:64]=[CH:65][CH:66]=[CH:67][CH:68]=5)[N:48]=[N:47][N:46]=4)=[CH:37][CH:38]=3)=[N:21]2)[CH:11]=[CH:10][CH:1]=[CH:2][CH:3]=1

参加物

7

反応物 5

HCID 25517Ammonium ChlorideHCID 31398ChlorosuccinimideHCID 18522661Acetone cardiceHCID 22103828N-[1-(2-phenylethyl)-4-ethoxycarbonyl-5-bromopyrazol-3-yl]-N-[(2'-(N-triphenylmethyl-(1H-tetrazol-5-yl))biphenyl-4-yl)methyl]-n-propylamineHCID 178418244HCID 178418244、化合物

生成物 1

HCID 22103835N-[1-(2-phenylethyl)-5-chloro-4-ethoxycarbonylpyrazol-3-yl]-N-[(2'-(N-triphenylmethyl-(1H-tetrazol-5-yl))-biphenyl-4-yl)methyl]-n-propylamine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

0.24 ml of 1.6M n-butyl lithium/hexane solution were added to THF solution (10 ml) of 231 mg of N-[1-(2-phenylethyl)-5-bromo-4-ethoxycarbonylpyrazol-3-yl]-N-[(2'-(N-triphenylmethyl-(1H-tetrazol-5-yl))biphenyl-4-yl)methyl]-n-propylamine, while cooling with dry ice-acetone. After stirred for 30 minutes, 49 mg of N-chlorosuccinimide were added thereto and stirred for 30 minutes. 10 ml of aqueous ammonium chloride solution were added to the reaction solution, THF was distilled off under reduced pressure, and the resultant was extracted with 50 ml of dichloromethane. After dried over magnesium sulfate, the resultant was subjected to silica gel column chromatography (n-hexane-ethyl acetate=5:1) to obtain 159 mg of the intended compound as a pale yellow, amorphous solid.

後処理

  1. stirringstirred for 30 minutes
  2. distillationwas distilled off under reduced pressure
  3. extractionthe resultant was extracted with 50 ml of dichloromethane
  4. dry with materialAfter dried over magnesium sulfate

出典と根拠

ORDレコード
ord-61da680a30a1495c803342b5bdf0a78d
出典データセット
uspto-grants-1998_11
特許番号
US05840909

反応ノート

読み込み中…