Potassium Carbonate → HCID 57889622, compound

HRID 1016115Notes

Reaction equation

Br[CH:2]([CH:18]([CH3:20])[CH3:19])[C:3]([N:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)=[O:4].C([O-])([O-])=O.[K+].[K+].[C:27]1([C:33]2[N:34]=[N:35][NH:36][N:37]=2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CC#N>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([CH:8]2[CH2:9][CH2:10][N:5]([C:3](=[O:4])[CH:2]([N:35]3[N:36]=[N:37][C:33]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[N:34]3)[CH:18]([CH3:20])[CH3:19])[CH2:6][CH2:7]2)=[CH:12][CH:13]=1

Participants

Conditions

Temperature: 170 °C

Procedure

A mixture of 2-bromo-1-(4-(4-chlorophenyl)piperidin-1-yl)-3-methylbutan-1-one (40 mg, 0.11 mmol), K2CO3 (50 mg, 0.36 mmol) and 5-phenyl-2H-tetrazole (15 mg, 0.1 mmol) in CH3CN (1 mL) was heated at 170° C. for 30 min in a microwave reactor. After this time, the reaction was filtered through a plug of celite, diluted with MeOH and purified directly by preparative HPLC to give 1-(4-(4-chlorophenyl)piperidin-1-yl)-3-methyl-2-(5-phenyl-2H-tetrazol-2-yl)butan-1-one (9 mg, 21%) as a solid. MS found: 424 (M+H).

Workup

filtrationAfter this time, the reaction was filtered through a plug of celite
additiondiluted with MeOH
custompurified directly by preparative HPLC

Sources & evidence

ORD record: ord-37eba41f87384bd481c921d0d4901dc7
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985861B2

Reaction notes

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