Hydrochloric Acid → HCID 135914710, compound

HRID 533200Notes

Reaction equation

HRID 533200 reaction equation
Cl.CC1(C)[O:8][CH2:7][CH:6]([CH2:9][N:10]([CH2:12][C:13]2[C:17]3[N:18]=[CH:19][NH:20][C:21](=[O:22])[C:16]=3[NH:15][CH:14]=2)[CH3:11])[CH2:5][O:4]1>CO>[OH:4][CH2:5][CH:6]([CH2:7][OH:8])[CH2:9][N:10]([CH2:12][C:13]1[C:17]2[N:18]=[CH:19][NH:20][C:21](=[O:22])[C:16]=2[NH:15][CH:14]=1)[CH3:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 135858791HCID 135858791, compound

Product 1

HCID 135914710HCID 135914710, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Hydrochloric acid 30% (10.00 μl, 326 μmol) was added to a solution of 7-((((2,2-dimethyl-1,3-dioxan-5-yl)methyl)(methyl)amino)methyl)-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one (100 mg, 326 μmol) in methanol (13.21 μl, 326 μmol) and the resulting reaction left to stand for 30 min. The reaction was concentrated in vacuo to afford a solid. The solid was redissolved in methanol and absorbed onto silica. Chromatography eluting with 20% 7N NH3 in MeOH to afford the title compound as a solid (80 mg, 92% yield). 13C NMR (D2O) δ155.1, 144.4, 143.3, 132.1, 118.0, 104.4, 61.3 (2×CH2), 56.7, 50.5, 40.9, 38.3.

Workup

  1. customthe resulting reaction
  2. waitleft
  3. concentrationThe reaction was concentrated in vacuo
  4. customto afford a solid
  5. customabsorbed onto silica
  6. washChromatography eluting with 20% 7N NH3 in MeOH

Sources & evidence

ORD record
ord-60644ca819c944bd896a5e4a1c92db18
Source dataset
uspto-grants-2014_10
Patent number
US08853224B2

Reaction notes

Loading…