Cyclopropylamine → [(2R,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]-1,3-dioxolan-2-yl]methanol

HRID 2118090ノート

反応式

HRID 2118090 の反応式
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@H:11]2[CH2:15][O:14][C@@H:13]([CH2:16][OH:17])[O:12]2)=[C:4](Cl)[N:3]=1.[CH:19]1([NH2:22])[CH2:21][CH2:20]1>C(O)C>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@H:11]2[CH2:15][O:14][C@@H:13]([CH2:16][OH:17])[O:12]2)=[C:4]([NH:22][CH:19]2[CH2:21][CH2:20]2)[N:3]=1

参加物

4

反応物 2

HCID 69828CyclopropylamineHCID 454987HCID 454987、化合物

生成物 1

HCID 485995[(2R,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]-1,3-dioxolan-2-yl]methanol収率 77%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

[4(R)-(2-Amino-6-chloro-purin-9-yl)-[1,3]dioxolan-2(R)-yl]-methanol (1.2 kg, 4.5 moles), ethanol (15.2 L) and cyclopropylamine (756 g) were refluxed under nitrogen for 16 hours. The reaction was monitored for completion by HPLC. Once completed the reaction mixture was hot-filtered and allowed to cool to 0° C. slowly. The solids were filtered and subsequently recrystallized from ethanol to give [4(R)-(2-Amino-6-cyclopropylamino-purin-9-yl)-[1,3]dioxolan-2(R)-yl]-methanol (1.0 kg, 77%).

後処理

  1. filtrationwas hot-filtered
  2. filtrationThe solids were filtered
  3. customsubsequently recrystallized from ethanol

出典と根拠

ORDレコード
ord-7804342d7d56448e814b975f7d1e1f09
出典データセット
uspto-grants-2008_10
特許番号
US07442813B2

反応ノート

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