Ammonia → HCID 11211940, compound

HRID 2407033Notes

Reaction equation

HRID 2407033 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][N:8]([C:11]([C@@H:13]([C@H:23]([CH2:36][OH:37])[O:24][CH2:25][P:26]([O:32][CH:33]([CH3:35])[CH3:34])([O:28][CH:29]([CH3:31])[CH3:30])=[O:27])[O:14]C(=O)C2C=CC=CC=2)=[O:12])[C:7](=[O:38])[N:6]=1)(=O)C.N>CO>[N:8]1([C:11]([C@@H:13]([C@H:23]([CH2:36][OH:37])[O:24][CH2:25][P:26]([O:32][CH:33]([CH3:35])[CH3:34])([O:28][CH:29]([CH3:30])[CH3:31])=[O:27])[OH:14])=[O:12])[CH:9]=[CH:10][C:5]([NH2:4])=[N:6][C:7]1=[O:38]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 11168875HCID 11168875, compound

Product 1

HCID 11211940HCID 11211940, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 14 (450 mg, 0.84 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=20:1) to give compound 18 (281 mg, 0.72 mmol) as a white powder in 86% yield which was characterized as follows:

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by column chromatography (CH2Cl2:MeOH=20:1)

Sources & evidence

ORD record
ord-14795d0cd3794b77bcc464e5eac21aaf
Source dataset
uspto-grants-2014_08
Patent number
US08809520B2

Reaction notes

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