Hydrochloric Acid → HCID 86591742, compound

HRID 480146Notes

Reaction equation

HRID 480146 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][CH2:10][C:11]12[CH2:18][CH2:17][C:14]([C:19]3[NH:27][C:26]4[C:25](=[O:28])[N:24]([CH2:29][CH2:30][CH3:31])[C:23](=[O:32])[N:22]([CH2:33][CH2:34][CH3:35])[C:21]=4[N:20]=3)([CH2:15][CH2:16]1)[CH2:13][CH2:12]2)(=[O:8])[O:5]CC)[CH3:2].Cl>[OH-].[Na+]>[CH2:1]([O:3][P:4]([CH2:9][CH2:10][C:11]12[CH2:18][CH2:17][C:14]([C:19]3[NH:27][C:26]4[C:25](=[O:28])[N:24]([CH2:29][CH2:30][CH3:31])[C:23](=[O:32])[N:22]([CH2:33][CH2:34][CH3:35])[C:21]=4[N:20]=3)([CH2:13][CH2:12]1)[CH2:15][CH2:16]2)(=[O:5])[OH:8])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86591743HCID 86591743, compound

Product 1

HCID 86591742HCID 86591742, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
80 °C

Procedure

Dissolved {2-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo-[2.2.2]oct-1-yl]-ethyl}-phosphonic acid diethyl ester (30 mg, 59 μmol) in I N NaOH (4 ml) and heated the solution at 80° C. for 3 h. The mixture was allowed to cool to rt and slowly acidified with concentrated HCl. The resulting precipitate was collected and dried (22 mg, 79%). 1H NMR (400 MHz, CDCl3); δ 0.93 (coincident triplets, 6H), 1.31 (t, 3H), 1.48 (m, 8H), 1.70 (br m, 6H), 1.95 (m, 6H), 3.95 (t, 2H), 4.07 (t, 2H), 12.2 (br s, 1H).

Workup

  1. temperatureto cool to rt
  2. customThe resulting precipitate was collected
  3. customdried (22 mg, 79%)

Sources & evidence

ORD record
ord-332e47040f244099afd71108d2f235d7
Source dataset
uspto-grants-2003_11
Patent number
US06649600B1

Reaction notes

Loading…