Sodium Carbonate → HCID 71186484, compound

HRID 712867Notes

Reaction equation

HRID 712867 reaction equation
[CH2:1]1[C:3]2([CH2:8][CH2:7][NH:6][CH:5]([C:9]([NH:11][C@H:12]([C:14]3[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=3)[CH3:13])=[O:10])[CH2:4]2)[CH2:2]1.[F:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1.C([O-])([O-])=O.[Na+].[Na+]>>[F:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][N:6]2[CH2:7][CH2:8][C:3]3([CH2:2][CH2:1]3)[CH2:4][CH:5]2[C:9]([NH:11][C@H:12]([C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=2)[CH3:13])=[O:10])=[CH:27][CH:26]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 680214-Fluorobenzyl bromideHCID 71186606HCID 71186606, compound

Product 1

HCID 71186484HCID 71186484, compound

Procedure

The title compound (D126) (30 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from methyl 4-((1S)-1-(6-azaspiro[2.5]octane-5-carboxamido)ethyl)benzoate (D91) (60 mg) and 4-Fluorobenzylbromide (0.074 ml). (Na2CO3: 2.5 eq; reaction time: 4 hrs; 60° C.)

Sources & evidence

ORD record
ord-30a8bdae9702440899df0f53f41fae9c
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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