1-Bromopropane → HCID 58382528, compound

HRID 1027481Notes

Reaction equation

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

Participants

Conditions

Temperature: 60 °C

Procedure

28 mg of potassium carbonate and 21 mg of 1-bromo-propane were added to a solution of 60 mg of 5-(4-chloro-benzyl)-2-(3-fluoro-phenyl)-6H-oxazolo[5,4-d]pyrimidin-7-one in 3 ml of dimethylformamide, and the reaction mixture was stirred at 60° C. for 16 h. After cooling, the mixture was subjected to chromatography (silica gel, gradient from heptane to heptane/ethyl acetate 3:1). 15 mg of the title compound were obtained.

Workup

temperatureAfter cooling

Sources & evidence

ORD record: ord-0610ab101f7748988b8ff6b6cc3f98b0
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08735387B2

Reaction notes

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