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

HRID 1616319Notes

Reaction equation

HRID 1616319 reaction equation
[CH3:1][C@H:2]([O:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[C:12]([O:27][CH3:28])[N:13]2[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)=[C:9]([NH2:29])[N:8]=1)[CH2:3][CH2:4]C.ClCCCCCN1C(OC)=NC2C1=NC(O[C@@H](C)CC)=NC=2N.N1CCCCC1.CO>ClCCl>[CH3:28][O:27][C:12]1[N:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]2[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]2)[C:14]2[C:10]([N:11]=1)=[C:9]([NH2:29])[N:8]=[C:7]([O:6][C@@H:2]([CH3:1])[CH2:3][CH3:4])[N:15]=2

Participants

6

Reactant 4

HCID 887MethanolHCID 8082PiperidineHCID 592525742-{[(1S)-1-Methylbutyl]oxy}-8-(methyloxy)-9-[5-(1-piperidinyl)pentyl]-9H-purin-6-amineHCID 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-86d674d91b9d46baa50788299ac2778b
Source dataset
uspto-grants-2014_07
Patent number
US08765772B2

Reaction notes

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