1-(Methylsulfonyl)piperazine → HCID 59333624, compound

HRID 421331Notes

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.[CH3:31][S:32]([N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1)(=[O:34])=[O:33]>CS(C)=O>[CH3:24][NH:23][C:20]1[N:19]=[CH:18][C:17]([C:6]2[N:5]=[C:4]3[C:9]([N:10]=[C:2]([N:38]4[CH2:39][CH2:40][N:35]([S:32]([CH3:31])(=[O:34])=[O:33])[CH2:36][CH2:37]4)[N:3]3[CH2:25][CH:26]3[CH2:30][CH2:29][O:28][CH2:27]3)=[C:8]([N:11]3[CH2:16][CH2:15][O:14][CH2:13][CH2:12]3)[N:7]=2)=[CH:22][N:21]=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), N-methanesulfonylpiperazine (114 mg, 0.70 mmol), and dimethyl sulfoxide (1 ml) was stirred at 150° C. for 4 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 (32 mg, 25%) 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-c3180f02cddf47bf83fff44bb110178e
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08097622B2

Reaction notes

Loading…