Triethylamine → N6-[2,3-dihydro-1H-inden-1-yl]methyl-adenosine

HRID 414173ノート

反応式

HRID 414173 の反応式
[CH:1]1[N:6]=[C:5](Cl)[C:4]2[N:8]=[CH:9][N:10]([C@@H:11]3[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]3[OH:19])[C:3]=2[N:2]=1.[CH:20]1([CH2:29][NH2:30])[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][CH2:21]1.C(N(CC)CC)C>C(O)C>[CH:20]1([CH2:29][NH:30][C:5]2[C:4]3[N:8]=[CH:9][N:10]([C:3]=3[N:2]=[CH:1][N:6]=2)[C@@H:11]2[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]2[OH:19])[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][CH2:21]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 930036-Chloropurine ribosideHCID 143486922,3-dihydro-1H-inden-1-ylmethanamine

生成物 1

HCID 14348694N6-[2,3-dihydro-1H-inden-1-yl]methyl-adenosine収率 67%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 3.0 g of 6-chloropurine riboside, 2.0 g of 1-indanylmethylamine as prepared in Example A hereinafter and 3.18 g of triethylamine are refluxed in 75 ml of absolute ethanol under nitrogen for 24 hours. The reaction is cooled to room temperature, precipitated nucleoside is filtered, washed with ethanol and dried affording 2.78 g (67%) of N6 -[2,3-dihydro-1H-inden-1-yl]methyl-adenosine having a melting point of 137°-139° C. Anals. calcd. for C20H23N5O4 ; Found: C=60.44; H=5.83; N=17.62 C=60.81; H=5.70; N=17.35.

後処理

  1. customprecipitated nucleoside
  2. filtrationis filtered
  3. washwashed with ethanol
  4. customdried

出典と根拠

ORDレコード
ord-8db04e701b1f4b928df61376ff2c8c63
出典データセット
uspto-grants-1988_12
特許番号
US04791103

反応ノート

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