4-Aminomethyltetrahydropyran → 2-{[(1S)-1-Methylbutyl]oxy}-8-(methyloxy)-9-{4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]butyl}-9H-purin-6-amine

HRID 2036361Notes

Reaction equation

HRID 2036361 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][NH:20]C2CCOCC2)=[C:9]([NH2:29])[N:8]=1)[CH2:3][CH2:4][CH3:5].ClCCCCN1C(OC)=NC2C1=NC(O[C@@H](C)CCC)=NC=2N.[O:53]1[CH2:58][CH2:57][CH:56]([CH2:59]N)[CH2:55][CH2:54]1>>[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][NH:20][CH2:59][CH:56]2[CH2:57][CH2:58][O:53][CH2:54][CH2:55]2)=[C:9]([NH2:29])[N:8]=1)[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 3

HCID 27732104-AminomethyltetrahydropyranHCID 582909339-(4-Chlorobutyl)-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-6-amineHCID 582909342-{[(1S)-1-Methylbutyl]oxy}-8-(methyloxy)-9-[4-(tetrahydro-2H-pyran-4-ylamino)butyl]-9H-purin-6-amine

Product 1

HCID 582909472-{[(1S)-1-Methylbutyl]oxy}-8-(methyloxy)-9-{4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]butyl}-9H-purin-6-amine

Procedure

Prepared similarly to Intermediate 36 from 9-(4-chlorobutyl)-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-6-amine and (tetrahydro-2H-pyran-4-ylmethyl)amine.

Sources & evidence

ORD record
ord-6767211458014281b15b6720a97d763b
Source dataset
uspto-grants-2013_11
Patent number
US08575181B2

Reaction notes

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