Water → N2-(cyclohexylmethyl)-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-purine-2,6-diamine

HRID 1011010Notes

Reaction equation

HRID 1011010 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][CH:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[C:4]([NH2:18])[N:3]=1.O.[C:20](#[N:22])[CH3:21]>C1(N)CCCCC1>[CH:21]1([CH2:20][NH:22][C:2]2[N:10]=[C:9]3[C:5]([N:6]=[CH:7][N:8]3[CH2:11][CH:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)=[C:4]([NH2:18])[N:3]=2)[CH2:16][CH2:17][CH2:12][CH2:13][CH2:14]1

Participants

5

Reactant 3

HCID 962WaterHCID 6342AcetonitrileHCID 576998042-Chloro-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-purin-6-amine

Product 1

HCID 57699751N2-(cyclohexylmethyl)-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-purine-2,6-diamine

Reagents, catalysts & solvents 1

HCID 7965CyclohexylamineSolvent

Procedure

A solution of 2-chloro-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-purin-6-amine (150 mg) in cyclohexylamine (363 ul) was heated in the microwave at 170° C. for five minutes. The crude reaction mixture was subjected to C18 reverse phase chromatography using water (containing 0.1% formic acid)-acetonitrile (containing 0.05% formic acid) as eluant (20-60%) to afford a white solid (98 mg).

Workup

  1. customThe crude reaction mixture

Sources & evidence

ORD record
ord-69172362205146d29dde4d21dddd7de5
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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