Methanol → 8-(Methyloxy)-2-{[(1S)-1-methylpropyl]oxy}-9-[5-(1-piperidinyl)pentyl]-9H-purin-6-amine

HRID 527831Notes

Reaction equation

HRID 527831 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:15]([O:16][CH3:17])=[N:14][C:13]2[C:8]1=[N:9][C:10]([O:19][C@@H:20]([CH3:23])[CH2:21][CH3:22])=[N:11][C:12]=2[NH2:18].[NH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1.CO>ClCCl>[CH3:17][O:16][C:15]1[N:7]([CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)[C:8]2[C:13]([N:14]=1)=[C:12]([NH2:18])[N:11]=[C:10]([O:19][C@@H:20]([CH3:23])[CH2:21][CH3:22])[N:9]=2

Participants

5

Reactant 3

HCID 887MethanolHCID 8082PiperidineHCID 592525989-(5-Chloropentyl)-8-(methyloxy)-2-{[(1S)-1-methylpropyl]oxy}-9H-purin-6-amine

Product 1

HCID 592526468-(Methyloxy)-2-{[(1S)-1-methylpropyl]oxy}-9-[5-(1-piperidinyl)pentyl]-9H-purin-6-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared similarly to Intermediate 38 from 9-(5-chloropentyl)-8-(methyloxy)-2-{[(1S)-1-methylpropyl]oxy}-9H-purin-6-amine and piperidine but with purification on silica using a 0-25% methanol in dichloromethane gradient.

Sources & evidence

ORD record
ord-31f24c1e9d5e43abb82bdc246b474bab
Source dataset
uspto-grants-2016_05
Patent number
US09346806B2

Reaction notes

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