Ammonia → HCID 86602092, compound

HRID 1181205Notes

Reaction equation

HRID 1181205 reaction equation
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([CH2:16][O:17][CH2:18][P:19]([O:24][CH2:25][CH3:26])([O:21][CH2:22][CH3:23])=[O:20])[N:6]2[CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13].[NH3:27]>C1COCC1.CS(C)=O>[CH2:22]([O:21][P:19]([CH2:18][O:17][CH2:16][C:5]1[N:6]([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])[C:7]2[C:3]([N:4]=1)=[C:2]([NH2:27])[N:10]=[CH:9][N:8]=2)([O:24][CH2:25][CH3:26])=[O:20])[CH3:23]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86602093HCID 86602093, compound

Product 1

HCID 86602092HCID 86602092, compound

Reagents, catalysts & solvents 1

HCID 21830753dimethylsulfoxide THFSolvent

Procedure

A solution of 6-chloro-8-diethylphosphonomethoxymethyl-N9-neopentylpurine (1 mmol) in THF-DMSO was treated with liquid ammonia (10 mmol) at 25° C. for 6 h. Extraction and chromatography afforded 8-diethylphosphonomethoxymethyl-N9-neopentyladenine as a white solid. TLC: Rf=0.44, 25% MeOH-EtOAc.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-7698d40eb0cd48f3aa5c7c6aa72275a0
Source dataset
uspto-grants-2007_10
Patent number
US07285543B2

Reaction notes

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