2-Chloro-8-methoxy-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-Purin-6-amine → 6-Amino-2-[(2-methylbutyl)amino]-9-(tetrahydro-2H-Pyran-4-ylmethyl)-7,9-dihydro-8H-Purin-8-one

HRID 1011167Notes

Reaction equation

Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([O:18]C)[N:8]2[CH2:11][CH:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[C:4]([NH2:20])[N:3]=1>CC(CC)CN>[NH2:20][C:4]1[N:3]=[C:2]([NH:8][CH2:11][CH:12]([CH3:17])[CH2:13][CH3:14])[N:10]=[C:9]2[C:5]=1[NH:6][C:7](=[O:18])[N:8]2[CH2:11][CH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

Conditions

Temperature: 170 °C

Procedure

A mixture of 2-chloro-8-methoxy-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-purin-6-amine (40 mg) in 2-methyl-1-butylamine (117 mg) was heated in a microwave at 170° C. for 15 mins. The mixture was concentrated in vacuo to give a green oily residue which was purified by C18 reverse phase chromatography (ISCO) using water (0.1% formic acid)-acetonitrile (0.05% formic acid) as eluent (20-60%) to give the title compound as an off-white solid (9 mg).

Workup

concentrationThe mixture was concentrated in vacuo
customto give a green oily residue which
customwas purified by C18 reverse phase chromatography (ISCO)

Sources & evidence

ORD record: ord-ebd163a12d5d489492bd1eda4e0c8e6e
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07977344B2

Reaction notes

Loading…