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N-[1-(2-pyridinyl)-4-piperidinyl]-1H-imidazole-1-carboxamide → 9-((1R,2S,3R,4S)-2,3-dihydroxy-4-propionylamino-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid {2-[3-(3,4,5,6-tetrahydro-2H-[1,2]bipyridinyl-4-yl)ureido]-ethyl}-amide

HRID 1697015
ノート
印刷プレビュー

反応式

HRID 1697015 の反応式
[NH2:1][CH2:2][CH2:3][NH:4][C:5]([C:7]1[N:15]=[C:14]2[C:10]([N:11]=[CH:12][N:13]2[C@@H:16]2[CH2:20][C@H:19]([NH:21][C:22](=[O:25])[CH2:23][CH3:24])[C@@H:18]([OH:26])[C@H:17]2[OH:27])=[C:9]([NH:28][CH2:29][CH:30]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:8]=1)=[O:6].[N:43]1[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=1[N:49]1[CH2:54][CH2:53][CH:52]([NH:55][C:56](N2C=CN=C2)=[O:57])[CH2:51][CH2:50]1>C1(C)C=CC=CC=1.CC(O)C.ClCCl>[N:49]1([C:44]2[CH:45]=[CH:46][CH:47]=[CH:48][N:43]=2)[CH2:54][CH2:53][CH:52]([NH:55][C:56](=[O:57])[NH:1][CH2:2][CH2:3][NH:4][C:5]([C:7]2[N:15]=[C:14]3[C:10]([N:11]=[CH:12][N:13]3[C@@H:16]3[CH2:20][C@H:19]([NH:21][C:22](=[O:25])[CH2:23][CH3:24])[C@@H:18]([OH:26])[C@H:17]3[OH:27])=[C:9]([NH:28][CH2:29][CH:30]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[N:8]=2)=[O:6])[CH2:51][CH2:50]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 21978278N-[1-(2-pyridinyl)-4-piperidinyl]-1H-imidazole-1-carboxamideHCID 666297619-((1R,2S,3R,4S)-2,3-Dihydroxy-4-propionylamino-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid (2-amino-ethyl)-amide

生成物 1

HCID 115423399-((1R,2S,3R,4S)-2,3-dihydroxy-4-propionylamino-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid {2-[3-(3,4,5,6-tetrahydro-2H-[1,2]bipyridinyl-4-yl)ureido]-ethyl}-amide

試薬・触媒・溶媒 3

HCID 1140
Toluene
溶媒
HCID 3776Isopropanol溶媒
HCID 6344Dichloromethane溶媒

実験手順

9-((1R,2S,3R,4S)-2,3-Dihydroxy-4-propionylamino-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid (2-amino-ethyl)-amide (25 mg, 0.044 mmol) is dissolved in toluene (2 ml) and iPrOH (1 ml). N-[1-(2-Pyridinyl)-4-piperidinyl]-1H-imidazole-1-carboxamide (prepared using the procedure described in international patent application WO 01/94368) (12 mg, 0.044 mmol) is added as a solution in dichloromethane. The reaction mixture is stirred at room temperature. The reaction is shown to be complete by LCMS after 24 hours. The solvent is removed in vacuo. The title compound is obtained by flash column chromatography (Isolute™ C18, 0-100% acetonitrile in water). MS (ES+) m/e 388.7(MH+).

後処理

  1. customThe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-b9740d4e22864c4ca0a65ff102109b2f
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163754B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート