Sodium Hydroxide → HCID 135855931, compound

HRID 1755698Notes

Reaction equation

HRID 1755698 reaction equation
Cl.[NH2:2][C:3]1[NH:4][C:5](=[O:21])[C:6]2[N:7]=[CH:8][N:9]([CH:12]3[CH2:16][CH:15]([OH:17])[C:14]([OH:20])([CH2:18][OH:19])[CH2:13]3)[C:10]=2[N:11]=1.[OH-].[Na+]>O>[NH2:2][C:3]1[NH:4][C:5](=[O:21])[C:6]2[N:7]=[CH:8][N:9]([CH:12]3[CH2:16][CH:15]([OH:17])[C:14]([OH:20])([CH2:18][OH:19])[CH2:13]3)[C:10]=2[N:11]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 136401243HCID 136401243, compound

Product 1

HCID 135855931HCID 135855931, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.273 g (0.00086 mole) of (1'S, 3'S, 4'S)-2-amino-1,9-dihydro-9-[3,4-dihydroxy-3-(hydroxymethyl)-1-cyclopentanyl]-6H-purin-6-one hydrochloride, 2 ml of deionized water and 0.86 ml of 1N aqueous sodium hydroxide was heated to induce homogeneity under a nitrogen atmosphere. The solution was cooled to room temperature to induce crystallization and the solid was isolated in two crops. The solids were collected by filtration and were dissolved in 80 ml of hot methanol. The hot solution was filtered and concentrated to ca. 10 ml to induce crystallization. The 0.170 g of (1'S, 3'S, 4'S)-2-amino-1,9-dihydro-9-[3,4-dihydroxy-3-(hydroxymethyl)-1-cyclopentanyl]-6H-purin-6-one free base was obtained in two crops as an off-white solid, mp>280° C. (decomposed); [α]D22 +13.3° (c 0.17, H2O).

Workup

  1. temperaturewas heated
  2. customcrystallization
  3. customthe solid was isolated in two crops
  4. filtrationThe solids were collected by filtration
  5. dissolutionwere dissolved in 80 ml of hot methanol
  6. filtrationThe hot solution was filtered
  7. concentrationconcentrated to ca. 10 ml
  8. customcrystallization

Sources & evidence

ORD record
ord-33f535b270c245e8ad562dc10f6d8e90
Source dataset
uspto-grants-1995_08
Patent number
US05438132

Reaction notes

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