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

HRID 2118090노트

반응식

HRID 2118090 반응식
[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

참가 물질

4

반응물 2

HCID 69828CyclopropylamineHCID 454987HCID 454987, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
0 °C

실험 절차

[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%).

후처리

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

출처 및 근거

ORD 기록
ord-7804342d7d56448e814b975f7d1e1f09
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07442813B2

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