Potassium Carbonate → HCID 67195298, compound

HRID 2401319Notes

Reaction equation

Cl[C:2]1[N:3]([CH2:21][CH2:22][CH3:23])[C:4](=[O:20])[C:5]2[NH:6][C:7]([C:11]34[CH2:18][CH:17]5[CH2:19][CH:13]([CH2:14][CH:15]3[CH2:16]5)[CH2:12]4)=[N:8][C:9]=2[N:10]=1.[C:24]([O-:27])([O-])=[O:25].[K+].[K+].FC(F)(F)[C:32]1[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=1>CN1CCCC1=O.C(OCC)(=O)C.O>[CH2:14]1[CH:15]2[C:11]3([C:7]4[NH:6][C:5]5[C:4](=[O:20])[N:3]([CH2:21][CH2:22][CH3:23])[C:2]([O:38][C:35]6[CH:36]=[CH:37][C:32]([C:24]([OH:27])=[O:25])=[CH:33][CH:34]=6)=[N:10][C:9]=5[N:8]=4)[CH2:18][CH:17]([CH2:19][CH:13]1[CH2:12]3)[CH2:16]2

Participants

Conditions

Temperature: 130 °C

Procedure

To a solution of 2-chloro-8-(hexahydro-2,5-methano-pentalen-3a-yl)-1-propyl-1,7-dihydro-purin-6-one (0.10 g, 0.30 mmol) in N-methyl-2-pyrrolidone (0.3 ml) was added K2CO3 (0.062 g, 0.45 mmol) followed by 4-trifluoromethyl phenol and the reaction mixture was heated at 130° C. overnight. The reaction mixture was diluted with ethyl acetate and water. The layers were separated and ethyl acetate layer was washed with water. The ethyl acetate layer was dried over anhydrous sodium sulphate and concentrated under vacuum. The crude product was purified by column chromatography using 5% methanol in DCM as the eluant to give the product (0.013 g, 9%) as a brown solid.

Workup

customThe layers were separated
washethyl acetate layer was washed with water
dry with materialThe ethyl acetate layer was dried over anhydrous sodium sulphate
concentrationconcentrated under vacuum
customThe crude product was purified by column chromatography

Sources & evidence

ORD record: ord-645afb74de2a478790bd4d6088fefc95
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08796290B2

Reaction notes

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