Sodium Carbonate → HCID 71204757, compound

HRID 2273107Notes

Reaction equation

HRID 2273107 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C@@H:2]1[C:7]([NH:9][C@H:10]([C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1)[CH3:11])=[O:8].[F:22][C:23]([F:33])([F:32])[C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27]Br.C([O-])([O-])=O.[Na+].[Na+]>>[F:22][C:23]([F:32])([F:33])[C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27][N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C@@H:2]1[C:7]([NH:9][C@H:10]([C:12]1[CH:13]=[CH:14][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:20][CH:21]=1)[CH3:11])=[O:8]

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 1230611-(Bromomethyl)-3-(trifluoromethyl)benzeneHCID 71204683HCID 71204683, compound

Product 1

HCID 71204757HCID 71204757, compoundYield 28.7%

Procedure

The title compound (D22) (18 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from methyl 4-((S)-1-((R)-piperidine-2-carboxamido)ethyl)benzoate (D12) (40 mg, 0.14 mmol) and 3-(trifluoromethyl)benzyl bromide (0.031 ml, 0.21 mmol). (Na2CO3: 2.5 eq; reaction time: 4 hrs; 60° C.)

Sources & evidence

ORD record
ord-fcb65b6386c745d08d950cc14ea6cb76
Source dataset
uspto-grants-2015_09
Patent number
US09120824B2

Reaction notes

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