Ammonia → HCID 11211940, compound

HRID 1772301Notes

Reaction equation

HRID 1772301 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-93c9c712b98a4f47b58cdbdb0c783b4b
Source dataset
uspto-grants-2016_02
Patent number
US09249177B2

Reaction notes

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