Sodium Carbonate → HCID 71204733, compound

HRID 712880Notes

Reaction equation

HRID 712880 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[C:6]([NH:8][C@H:9]([C:11]1[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][CH:12]=1)[CH3:10])=[O:7].[F:21][C:22]1[CH:29]=[CH:28][C:25]([CH2:26]Br)=[CH:24][CH:23]=1.C([O-])([O-])=O.[Na+].[Na+]>>[F:21][C:22]1[CH:29]=[CH:28][C:25]([CH2:26][N:1]2[CH2:5][CH2:4][CH2:3][C@@H:2]2[C:6]([NH:8][C@H:9]([C:11]2[CH:12]=[CH:13][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:19][CH:20]=2)[CH3:10])=[O:7])=[CH:24][CH:23]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 680214-Fluorobenzyl bromideHCID 71204726HCID 71204726, compound

Product 1

HCID 71204733HCID 71204733, compound

Procedure

The title compound (D145) (22 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from methyl 4-((S)-1-((R)-pyrrolidine-2-carboxamido)ethyl)benzoate (D103) (50 mg) and 4-Fluorobenzyl bromide (0.045 ml). (Na2CO3; reaction time: 5 hrs; 70° C.).

Sources & evidence

ORD record
ord-8fef665676074359ab73b745d3a20646
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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