Ammonia → HCID 11235538, compound

HRID 1772300Notes

Reaction equation

HRID 1772300 reaction equation
[N:1]1([C:10]([C@@H:12]([C@H:22]([CH2:35][OH:36])[O:23][CH2:24][P:25]([O:31][CH:32]([CH3:34])[CH3:33])([O:27][CH:28]([CH3:30])[CH3:29])=[O:26])[O:13]C(=O)C2C=CC=CC=2)=[O:11])[CH:9]=[C:7]([CH3:8])[C:5](=[O:6])[NH:4][C:2]1=[O:3].N>CO>[N:1]1([C:10]([C@@H:12]([C@H:22]([CH2:35][OH:36])[O:23][CH2:24][P:25]([O:31][CH:32]([CH3:34])[CH3:33])([O:27][CH:28]([CH3:30])[CH3:29])=[O:26])[OH:13])=[O:11])[CH:9]=[C:7]([CH3:8])[C:5](=[O:6])[NH:4][C:2]1=[O:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 11203287HCID 11203287, compound

Product 1

HCID 11235538HCID 11235538, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 12 (715 mg, 1.7 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=10:1) to give compound 16 (515 mg, 1.2 mmol) as a white powder in 71% yield which was characterized as follows:

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by column chromatography (CH2Cl2:MeOH=10:1)

Sources & evidence

ORD record
ord-d0e517edc65d424695023409ee105e5d
Source dataset
uspto-grants-2016_02
Patent number
US09249177B2

Reaction notes

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