Morpholine → HCID 59333588, compound

HRID 1876520Notes

Reaction equation

Cl[C:2]1[N:3]([CH2:25][CH:26]2[CH2:30][CH2:29][O:28][CH2:27]2)[C:4]2[C:9]([N:10]=1)=[C:8]([N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)[N:7]=[C:6]([C:17]1[CH:18]=[N:19][C:20]([NH:23][CH3:24])=[N:21][CH:22]=1)[N:5]=2.[NH:31]1[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1>CS(C)=O>[N:11]1([C:8]2[N:7]=[C:6]([C:17]3[CH:18]=[N:19][C:20]([NH:23][CH3:24])=[N:21][CH:22]=3)[N:5]=[C:4]3[C:9]=2[N:10]=[C:2]([N:31]2[CH2:36][CH2:35][O:34][CH2:33][CH2:32]2)[N:3]3[CH2:25][CH:26]2[CH2:30][CH2:29][O:28][CH2:27]2)[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

Participants

Conditions

Temperature: 150 °C

Procedure

A mixture of 5-[8-chloro-6-morpholin-4-yl-9-(tetrahydrofuran-3-ylmethyl)-9H-purin-2-yl]-N-methylpyrimidin-2-amine (100 mg, 0.23 mmol), morpholine (61 μl, 0.70 mmol), and dimethyl sulfoxide (1 ml) was stirred at 150° C. for 3 hours. The mixture was purified by preparative HPLC (column, NOMURA Develosil Combi-RP-5; mobile phase, acetonitrile/water/formic acid) to give the title compound (56 mg, 50%) as a light brown solid.

Workup

customThe mixture was purified by preparative HPLC (column, NOMURA Develosil Combi-RP-5; mobile phase, acetonitrile/water/formic acid)

Sources & evidence

ORD record: ord-db531699199a4ab88288ffa2efe04b77
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08309546B2

Reaction notes

Loading…