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

HRID 414173노트

반응식

HRID 414173 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-8db04e701b1f4b928df61376ff2c8c63
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04791103

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