Cesium carbonate → HCID 59493238, compound

HRID 1893179Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:22])[C:5]([CH3:21])([O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[CH3:2].[CH2:23]([NH:30][C:31]1[N:36]=[C:35](Cl)[CH:34]=[C:33]([Cl:38])[N:32]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C)C=O>[CH2:1]([O:3][C:4](=[O:22])[C:5]([CH3:21])([O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:35]2[CH:34]=[C:33]([Cl:38])[N:32]=[C:31]([NH:30][CH2:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:36]=2)=[CH:9][CH:8]=1)[CH3:2]

Participants

Conditions

Temperature: 90 °C

Procedure

3-(4-Hydroxyphenyl)-2-methyl-2-phenoxypropionic acid ethyl ester (60 mg, 0.2 mmol), benzyl-(4,6-dichloro-pyrimidin-2-yl)-amine (50 mg, 0.2 mmol) and Cs2CO3 (76 mg, 0.22 mmol) were combined in anhydrous N,N-dimethylformamide (DMF) (5 mL) and stirred at 90° C. in dry atmosphere for 5 h. The DMF was removed in vacuo, the residue was purified in silica to provide a white oil.

Workup

customThe DMF was removed in vacuo
customthe residue was purified in silica
customto provide a white oil

Sources & evidence

ORD record: ord-678139fc999a4258bb20c8ebecfbb796
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08513233B2

Reaction notes

Loading…