Morpholine → HCID 25255960, compound

HRID 886819Notes

Reaction equation

Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C:11]2[CH:12]=[C:13]([CH3:17])[CH:14]=[CH:15][CH:16]=2)=[C:4]([C:18]2[CH:19]=[N:20][C:21]([NH2:24])=[N:22][CH:23]=2)[N:3]=1.[NH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>CC(N(C)C)=O>[N:25]1([C:2]2[N:10]=[C:9]3[C:5]([N:6]=[CH:7][N:8]3[C:11]3[CH:12]=[C:13]([CH3:17])[CH:14]=[CH:15][CH:16]=3)=[C:4]([C:18]3[CH:19]=[N:20][C:21]([NH2:24])=[N:22][CH:23]=3)[N:3]=2)[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1

Participants

Conditions

Temperature: 94 °C

Procedure

To a solution of 5-(2-chloro-9-m-tolyl-9H-purin-6-yl)-pyrimidin-2-yl-amine (0.182 mmolmmol) in dimethyl acetamide (4 ml) was added morpholine (0.4 mmol). The reaction mix was heated on an oil bath maintained at 94° C. for 12 h. The reaction was monitored for the absence of the give 5-(2-chloro-9-m-tolyl-9H-purin-6-yl)-pyrimidin-2-yl-amine, by LC-MS. The crude material was directly loaded onto a preparative HPLC column and purified by chromatography to give the title compound. m/z: 389.2 [MH]+.

Workup

additionThe reaction mix
temperaturewas heated on an oil bath
custompurified by chromatography

Sources & evidence

ORD record: ord-436811a28ab3491d80b0b55cac9af998
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08247410B2

Reaction notes

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