Dimethyl Sulfoxide → (2r,3r,4s,5s)-2-{6-(1-Ethyl-propylamino)-2-[2-(1-methyl-1h-imidazol-4-yl)-ethylamino]-purin-9-yl}-5-(3-methyl-[1,2,4]oxadiazol-5-yl)-tetrahydro-furan-3,4-diol formate

HRID 397982

反応式

HRID 397982 の反応式
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@H:11]2[C@H:15]([OH:16])[C@H:14]([OH:17])[C@@H:13]([C:18]3[O:22][N:21]=[C:20]([CH3:23])[N:19]=3)[O:12]2)=[C:4]([NH:24][CH:25]([CH2:28][CH3:29])[CH2:26][CH3:27])[N:3]=1.[CH3:30][N:31]1[CH:35]=[C:34]([CH2:36][CH2:37][NH2:38])[N:33]=[CH:32]1.CS(C)=[O:41]>>[CH:18]([OH:22])=[O:41].[CH2:26]([CH:25]([NH:24][C:4]1[N:3]=[C:2]([NH:38][CH2:37][CH2:36][C:34]2[N:33]=[CH:32][N:31]([CH3:30])[CH:35]=2)[N:10]=[C:9]2[C:5]=1[N:6]=[CH:7][N:8]2[C@H:11]1[C@H:15]([OH:16])[C@H:14]([OH:17])[C@@H:13]([C:18]2[O:22][N:21]=[C:20]([CH3:23])[N:19]=2)[O:12]1)[CH2:28][CH3:29])[CH3:27]

参加物

4

反応物 3

HCID 679Dimethyl SulfoxideHCID 36141-Methylhistamine2 回HCID 56619484(2r,3r,4s,5s)-2-[2-Chloro-6-(1-ethyl-propylamino)-purin-9-yl]-5-(3-methyl-[1,2,4]oxadiazol-5-yl)-tetrahydro-furan-3,4-diol

生成物 1

HCID 70021795(2r,3r,4s,5s)-2-{6-(1-Ethyl-propylamino)-2-[2-(1-methyl-1h-imidazol-4-yl)-ethylamino]-purin-9-yl}-5-(3-methyl-[1,2,4]oxadiazol-5-yl)-tetrahydro-furan-3,4-diol formate

反応条件

温度
92.5 °C

実験手順

Intermediate 11 (0.069 g, 0.163 mmol) and 2-(1-methyl-1H-imidazol-4-yl)ethylamine (0.102 g, 0.815 mmol) were dissolved in DMSO (0.03 ml) and heated at 85-100° C. under nitrogen for 7 days, a further portion of 2-(1-methyl-1H-imidazol-4-yl)ethylamine (0.102 g, 0.815 mmol) was added after the first 5 days. The product was purified by Autoprep. HPLC to give the title compound after freeze drying as a beige solid (0.013 g). LC/MS system A Rt=3.32 min, m/z=512MH+.

後処理

  1. customThe product was purified by Autoprep

出典と根拠

ORDレコード
ord-244625160b4e40a991a77878940c609c
出典データセット
uspto-grants-2003_08
特許番号
US06610665B1

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