1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 58681715、化合物

HRID 10456

反応式

HRID 10456 の反応式
[C:1]1([CH:7]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:8][NH:9][C:10]2[N:18]=[C:17]([C:19]([OH:21])=O)[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][N:14]3[C@H:22]2[C@H:26]([OH:27])[C@H:25]([OH:28])[C@@H:24]([C:29]([NH:31][CH2:32][CH3:33])=[O:30])[O:23]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:40][C:41]([F:52])([F:51])[C:42]([NH:44][CH:45]1[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]1)=[O:43].Cl.CN(C)CCCN=C=NCC>ClCCl>[C:1]1([CH:7]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:8][NH:9][C:10]2[N:18]=[C:17]([C:19]([N:48]3[CH2:49][CH2:50][CH:45]([NH:44][C:42](=[O:43])[C:41]([F:51])([F:40])[F:52])[CH2:46][CH2:47]3)=[O:21])[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][N:14]3[C@@H:22]2[O:23][C@H:24]([C:29]([NH:31][CH2:32][CH3:33])=[O:30])[C@@H:25]([OH:28])[C@H:26]2[OH:27])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 107742532,2,2-trifluoro-N-(piperidin-4-yl)acetamideHCID 183458936-[(2,2-Diphenylethyl)amino]-9-{(2R,3R,4S,5S)-5-[(ethylamino)carbonyl]-3,4-dihydroxytetrahydro-2-furanyl}-9H-purine-2-carboxylic acid

生成物 1

HCID 58681715HCID 58681715、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 6-[(2,2-diphenylethyl)amino]-9-{(2R,3R,4S,5S)-5-[(ethylamino)carbonyl]-3,4-dihydroxytetrahydro-2-furanyl}-9H-purine-2-carboxylic acid (Preparation 39) (0.2 g, 0.38 mmol), 2,2,2-trifluoro-N-(4-piperidinyl)acetamide (83 mg, 0.42 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (81 mg, 0.42 mmol) in dichloromethane (5 ml) was stirred at room temperature for 48 hours and then heated under reflux for a further 96 hours. The solution was allowed to cool to room temperature and then solvent removed by evaporation under reduced pressure. The residue was purified by column chromatography on silica gel eluting with a gradient system of dichloromethane:methanol:concentrated aqueous ammonia (95:5:1, by volume) changing to dichloromethane:methanol:concentrated aqueous ammonia (80:20:1, by volume). After evaporation of appropriate fractions the target compound was obtained as a white solid, (43 mg, 18%).

後処理

  1. temperatureheated
  2. temperatureunder reflux for a further 96 hours
  3. customsolvent removed by evaporation under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel eluting with a gradient system of dichloromethane
  5. customAfter evaporation of appropriate fractions the target compound
  6. customwas obtained as a white solid, (43 mg, 18%)

出典と根拠

ORDレコード
ord-061f27f5257242b2996f0872243ec48d
出典データセット
uspto-grants-2006_08
特許番号
US07094769B2

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