Hydrazine hydrate (1:1) → HCID 11392773, compound

HRID 855497Notes

Reaction equation

HRID 855497 reaction equation
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]([CH2:18][OH:19])[O:12]2)=[C:4]([NH:20][CH3:21])[N:3]=1.O.[NH2:23][NH2:24]>>[NH:23]([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]([CH2:18][OH:19])[O:12]2)=[C:4]([NH:20][CH3:21])[N:3]=1)[NH2:24]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 11243974(4S,2R,3R,5R)-2-[2-chloro-6-(methylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

Product 1

HCID 11392773HCID 11392773, compound

Procedure

(4S,2R,3R,5R)-2-[2-chloro-6-(methylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol, a compound of formula (2) (0.5 mmol), was suspended in hydrazine hydrate (5 mL), and the mixture was allowed to stir at room temperature for 24 hours. The hydrazine was removed under reduced pressure and the residue triturated with ether and filtered, to afford (4S,2R,3R,5R)-2-[2-hydrazino-6-(methylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol, a compound of formula (3), as a white solid.

Workup

  1. customThe hydrazine was removed under reduced pressure
  2. customthe residue triturated with ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-2bd1735891764383a4d4279f4a45c891
Source dataset
uspto-grants-2007_08
Patent number
US07262176B2

Reaction notes

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