Ammonia → HCID 11487261, compound

HRID 2407030Notes

Reaction equation

HRID 2407030 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[C:19]([C@@H:21]([C@H:31]([CH2:44][OH:45])[O:32][CH2:33][P:34]([O:40][CH:41]([CH3:43])[CH3:42])([O:36][CH:37]([CH3:39])[CH3:38])=[O:35])[O:22]C(=O)C1C=CC=CC=1)=[O:20])(=O)C1C=CC=CC=1.N>CO>[N:18]1[C:10]([NH2:9])=[C:11]2[C:15]([N:14]([C:19]([C@@H:21]([C@H:31]([CH2:44][OH:45])[O:32][CH2:33][P:34]([O:40][CH:41]([CH3:43])[CH3:42])([O:36][CH:37]([CH3:39])[CH3:38])=[O:35])[OH:22])=[O:20])[CH:13]=[N:12]2)=[N:16][CH:17]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 11445088HCID 11445088, compound

Product 1

HCID 11487261HCID 11487261, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 11 (431 mg, 0.80 mmol) in MeOH saturated with ammonia (100 mL) was stirred at room temperature overnight. The mixture was concentrated, and the residue was purified by column chromatography (CH2Cl2:MeOH=9:1) to give compound 15 (278 mg, 0.67 mmol) as a white powder in 84% yield which was characterized as follows:

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by column chromatography (CH2Cl2:MeOH=9:1)

Sources & evidence

ORD record
ord-d4cdabc6d25b479b9ea0406ce0a6de72
Source dataset
uspto-grants-2014_08
Patent number
US08809520B2

Reaction notes

Loading…