Methyl iodide → HCID 68972424, compound

HRID 1726138Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:25])[C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].[CH3:28]I>CN(C=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][C:11]([CH3:28])([C:14](=[O:25])[C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:22])([F:23])[F:24])=[CH:17][CH:16]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 50 °C

Procedure

To 4-(4-trifluoromethyl-benzoyl)-piperidine-1-carboxylic acid tert-butyl ester (650 mg, 1.82 mmol) in DMF (14 mL) was added to NaH (60% in mineral oil, 153 mg, 6.37 mmol) and the mixture was heated at 50° C. for 30 minutes. MeI (0.47 mL, 7.64 mmol) was added and the mixture was heated at 50° C. for an additional 3 hours to afford 4-methyl-4-(4-trifluoromethyl-benzoyl)-piperidine-1-carboxylic acid tert-butyl ester as a colourless oil (390 mg, 58%) following work-up and purification.

Workup

temperaturethe mixture was heated at 50° C. for an additional 3 hours

Sources & evidence

ORD record: ord-4d5681956458465ea4c4f282e2afa9a1
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07491735B2

Reaction notes

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