1H-1,2,4-Triazole → HCID 86759557, compound

HRID 2416142Notes

Reaction equation

HRID 2416142 reaction equation
[CH3:1][O:2][C:3]1[C:4]([O:39][CH3:40])=[C:5]([CH:36]=[CH:37][CH:38]=1)[C:6]([O:19][CH2:20][C@H:21]1[O:25][C@@H:24]([N:26]2[CH:33]=[CH:32][C:30](=O)[NH:29][C:27]2=[O:28])[C@H:23]([OH:34])[C@@H:22]1[OH:35])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[NH:41]1[CH:45]=[N:44][CH:43]=[N:42]1>>[CH3:1][O:2][C:3]1[C:4]([O:39][CH3:40])=[C:5]([CH:36]=[CH:37][CH:38]=1)[C:6]([O:19][CH2:20][C@H:21]1[O:25][C@@H:24]([N:26]2[CH:33]=[CH:32][C:30]([N:41]3[CH:45]=[N:44][CH:43]=[N:42]3)=[N:29][C:27]2=[O:28])[C@H:23]([OH:34])[C@@H:22]1[OH:35])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 69539407HCID 69539407, compound

Product 1

HCID 86759557HCID 86759557, compound

Procedure

The method in which 5′-O-(dimethoxytrityl)uridine derivatives are condensed with 1,2,4-triazole to give 1-[5′-O-(dimethoxytrityl)-β-D-ribofuranosyl]-4-(1,2,4-tri azol-1-yl)pyrimidin-2-(1H) -one derivatives, which are then reacted with an amine in dioxane solvent to yield 5′-O-(dimethoxytrityl)cytidine derivatives (Journal of Organic Chemistry, 47, 3623 (1982)).

Sources & evidence

ORD record
ord-6b2553ec675e4094854e2ac7cb3bb505
Source dataset
uspto-grants-2004_11
Patent number
US06822090B2

Reaction notes

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