Ammonia → (2R,3R,4R,5R)-2-(4-amino-5-methylpyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol

HRID 1245534Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1245534
Cl[C:2]1[C:3]2[C:10]([CH3:11])=[CH:9][N:8]([C@@H:12]3[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@@:13]3([CH3:21])[OH:14])[C:4]=2[N:5]=[CH:6][N:7]=1.[NH3:22]>>[NH2:22][C:2]1[C:3]2[C:10]([CH3:11])=[CH:9][N:8]([C@@H:12]3[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@@:13]3([CH3:21])[OH:14])[C:4]=2[N:5]=[CH:6][N:7]=1

Komponenten

3

Edukt 2

HCID 222AmmoniaHCID 112207324-Chloro-5-methyl-7-(2-C-methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Produkt 1

HCID 3011900(2R,3R,4R,5R)-2-(4-amino-5-methylpyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol

Versuchsvorschrift

To the compound from Step B (0.2 g, 0.64 mmol) was added methanolic ammonia (saturated at 0° C.; 40 mL). The mixture was heated in a stainless steel autoclave at 100° C. for 14 h, then cooled and evaporated in vacuo. The crude mixture was purified on a silica gel column (5×5 cm) with CH2Cl2/MeOH (50/1, 30/1, 20/1) gradient as eluent to give the title compound as a white solid (0.12 g).

Aufarbeitung

  1. temperaturecooled
  2. customevaporated in vacuo
  3. customThe crude mixture was purified on a silica gel column (5×5 cm) with CH2Cl2/MeOH (50/1, 30/1, 20/1) gradient as eluent

Quellen und Nachweise

ORD-Eintrag
ord-e3e180c31b4f460297d0fe2d532dafbb
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07125855B2

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