Ammonia → HCID 11487261, compound

HRID 1772299Notes

Reaction equation

HRID 1772299 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-88201949e4534e48a98d7db62c86ddbc
Source dataset
uspto-grants-2016_02
Patent number
US09249177B2

Reaction notes

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