HCID 68593618, compound → HCID 68593256, compound

HRID 2191008Notes

Reaction equation

HRID 2191008 reaction equation
C([NH:9][C:10]1[N:18]=[CH:17][N:16]=[C:15]2[C:11]=1[N:12]=[CH:13][N:14]2[CH:19]1[O:23][CH:22]([CH:24]=[C:25]([P:27](=[O:30])([OH:29])[OH:28])[F:26])[CH:21]([OH:31])[CH:20]1[OH:32])(=O)C1C=CC=CC=1>[NH4+].[OH-]>[NH2:9][C:10]1[N:18]=[CH:17][N:16]=[C:15]2[C:11]=1[N:12]=[CH:13][N:14]2[CH:19]1[O:23][CH:22]([CH:24]=[C:25]([P:27](=[O:28])([OH:29])[OH:30])[F:26])[CH:21]([OH:31])[CH:20]1[OH:32]

Participants

3

Reactant 1

HCID 68593618HCID 68593618, compound

Product 1

HCID 68593256HCID 68593256, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 14923Ammonium HydroxideSolvent

Procedure

Compound 7.5 (50 mg, 0.11 mmol) was dissolved in 5 mL NH4OH and stirred under N2 for overnight. The mixture was concentrated under reduced pressure and the residue was subjected to reverse phase HPLC eluting with 0-25% CH3CN in water to give compound 7.6 (22 mg, 57% yield). 1HNMR (300 MHz, D2O) δ 4.24-4.27 (m, 1H), 4.69-4.71 (m, 1H), 4.96 (m, 1H), 5.54-5.68 (m, 1H), 5.97 (d, 1H, J=4.8), 8.11 (s, 1H), 8.21 (s, 1H). LRMS [M−H]− C11H13FN5O6P requires 361.1. Found 361.5.

Workup

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

Sources & evidence

ORD record
ord-6ce61b24189842e0bd8386fd3fd6ab72
Source dataset
uspto-grants-2012_12
Patent number
US08324179B2

Reaction notes

Loading…