Hydrazine hydrate (1:1) → HCID 59729898, compound

HRID 2108341Notes

Reaction equation

HRID 2108341 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]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:4]([NH:20][CH:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)[N:3]=1.O.[NH2:27][NH2:28]>>[NH:27]([C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@H:11]2[C@H:12]([OH:19])[C@H:13]([OH:18])[C@@H:14]([CH2:16][OH:17])[O:15]2)=[C:4]([NH:20][CH:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)[N:3]=1)[NH2:28]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86609492HCID 86609492, compound

Product 1

HCID 59729898HCID 59729898, compound

Procedure

(4S,2R,3R,5R) 5-[2-chloro-6-(cyclopentylamino)purin-9-yl]-2-(hydroxymethyl)oxolane-3,4-diol, a compound of formula (2) as prepared in Example 1A, was suspended in hydrazine hydrate (5 mL), and the mixture was allowed to stir at room temperature for 24 hours. The hydrazine was removed by filtration and the residue triturated with ethanol and filtered, to afford (4S,2R,3R,5R)-2-[2-hydrazino-6-(cyclopentylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol, a compound of formula (3), as a white solid.

Workup

  1. customThe hydrazine was removed by filtration
  2. customthe residue triturated with ethanol
  3. filtrationfiltered

Sources & evidence

ORD record
ord-fb3ff053774745a4a33dbd54515cf55d
Source dataset
uspto-grants-2009_04
Patent number
US07514417B2

Reaction notes

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