Sodium Carbonate → HCID 71204685, compound

HRID 712859Notes

Reaction equation

HRID 712859 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]1[CH:30]=[CH:29][C:26]([CH2:27]Br)=[CH:25][CH:24]=1.C([O-])([O-])=O.[Na+].[Na+]>>[F:22][C:23]1[CH:30]=[CH:29][C:26]([CH2:27][N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][C@@H:2]2[C:7]([NH:9][C@H:10]([C:12]2[CH:13]=[CH:14][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:20][CH:21]=2)[CH3:11])=[O:8])=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 680214-Fluorobenzyl bromideHCID 71204683HCID 71204683, compound

Product 1

HCID 71204685HCID 71204685, compoundYield 29.1%

Procedure

The title compound (D117) (20 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 (D86) (50 mg) and 4-fluorobenzyl bromide (0.043 ml, 0.34 mmol). (Na2CO3: 2.5 eq; reaction time: 4 hrs; 60° C.)

Sources & evidence

ORD record
ord-87d0a7ed870c469faae3820ce40e92b6
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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