HCID 68593032, compound → HCID 68594064, compound

HRID 2191006Notes

Reaction equation

HRID 2191006 reaction equation
C([NH:9][C:10]1[C:11]2[N:18]=[N:17][N:16]([CH:19]3[O:23][CH:22]([CH:24]=[CH:25][P:26](=[O:29])([OH:28])[OH:27])[CH:21]([OH:30])[CH:20]3[OH:31])[C:12]=2[N:13]=[CH:14][N:15]=1)(=O)C1C=CC=CC=1>[NH4+].[OH-]>[NH2:9][C:10]1[C:11]2[N:18]=[N:17][N:16]([CH:19]3[O:23][CH:22]([CH2:24][CH2:25][P:26](=[O:27])([OH:28])[OH:29])[CH:21]([OH:30])[CH:20]3[OH:31])[C:12]=2[N:13]=[CH:14][N:15]=1

Participants

3

Reactant 1

HCID 68593032HCID 68593032, compound

Product 1

HCID 68594064HCID 68594064, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 14923Ammonium HydroxideSolvent

Procedure

Compound 6.6 (50 mg, 0.11 mmol) was dissolved in 15 mL NH4OH and stirred under N2 for overnight. The mixture was concentrated under reduced pressure. The residue was subjected to reverse phase HPLC eluting with 0-25% CH3CN in water to yield product 6.7 (34 mg, 89% yield). 1HNMR (300 MHz, D2O) δ 4.47-4.51 (m, 1H), 4.59-4.61 (m, 1H), 4.96-4.99 (m, 1H), 5.85 (t, 1H, J=17.1), 6.22-6.37 (m, 2H), 8.20 (s, 1H). 31P NMR: 10.98 ppm. LRMS (ESI) MH+ C10H13N6O6P requires 345.1. Found 345.8.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. washHPLC eluting with 0-25% CH3CN in water

Sources & evidence

ORD record
ord-0d46e2ed693046bcbc6fb4d52ea89cd8
Source dataset
uspto-grants-2012_12
Patent number
US08324179B2

Reaction notes

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