Potassium Carbonate → HCID 57988779, compound

HRID 889023Notes

Reaction equation

[CH2:1]([N:4]1[C:12](=[O:13])[C:11]2[N:10]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[C:9]([C:22]3[CH:23]=[N:24][NH:25][CH:26]=3)=[N:8][C:7]=2[N:6]([CH2:27][CH2:28][CH3:29])[C:5]1=[O:30])[CH2:2][CH3:3].Br[CH2:32][CH:33]1[CH2:35][CH:34]1[C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([C:42]([F:45])([F:44])[F:43])[CH:37]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:1]([N:4]1[C:12](=[O:13])[C:11]2[N:10]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:20])([CH3:21])[CH3:19])[C:9]([C:22]3[CH:26]=[N:25][N:24]([CH2:32][CH:33]4[CH2:35][CH:34]4[C:36]4[CH:41]=[CH:40][CH:39]=[C:38]([C:42]([F:43])([F:44])[F:45])[CH:37]=4)[CH:23]=3)=[N:8][C:7]=2[N:6]([CH2:27][CH2:28][CH3:29])[C:5]1=[O:30])[CH2:2][CH3:3]

Participants

Conditions

Temperature: 52.5 °C

Procedure

A mixture of 1,3-dipropyl-8-(1H-pyrazol-4-yl)-7-(2-trimethylsilanyl-ethoxymethyl)-3,7-dihydro-purine-2,6-dione (0.100 g, 0.23 mmol), 1-(2-bromomethyl-cyclopropyl)-3-trifluoromethyl-benzene (0.64 g, 0.23 mmol), K2CO3 (0.063 g, 0.46 mmol) and acetone (10 ml) were heated at 50-55° C. for 16 hrs. Reaction mixture was cooled to 20-25° C. and filtered off. The filtrate was evaporated and residue was purified by column chromatography to afford 1,3-dipropyl-8-{1-[2-(3-trifluoromethyl-phenyl)-cyclopropylmethyl]-1H-pyrazol-4-yl}-7-(2-trimethylsilanyl-ethoxymethyl)-3,7-dihydro-purine-2,6-dione (0.55 g, 58%).

Workup

customReaction mixture
temperaturewas cooled to 20-25° C.
filtrationfiltered off
customThe filtrate was evaporated
customresidue was purified by column chromatography

Sources & evidence

ORD record: ord-b55f5133956c409691afbbfb05f26a2f
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08252797B2

Reaction notes

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