Sodium Carbonate → HCID 71204697, compound

HRID 712897Notes

Reaction equation

HRID 712897 reaction equation
[F:1][C:2]1([F:22])[CH2:6][NH:5][C@@H:4]([C:7]([NH:9][C@H:10]([C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=2)[CH3:11])=[O:8])[CH2:3]1.[F:23][C:24]([F:34])([F:33])[C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1.C([O-])([O-])=O.[Na+].[Na+]>>[F:22][C:2]1([F:1])[CH2:6][N:5]([CH2:29][C:28]2[CH:27]=[CH:26][C:25]([C:24]([F:23])([F:33])[F:34])=[CH:32][CH:31]=2)[C@@H:4]([C:7]([NH:9][C@H:10]([C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=2)[CH3:11])=[O:8])[CH2:3]1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 71204714HCID 71204714, compound

Product 1

HCID 71204697HCID 71204697, compoundYield 36.5%

Procedure

The title compound (D166) (16.5 mg) was prepared according to the general procedure for substituted benzylamine preparation starting from methyl 4-((S)-1-((R)-4,4-difluoropyrrolidine-2-carboxamido)ethyl)benzoate (D165) (30 mg) and 4-(Trifluoromethyl)benzyl bromide (33 mg). (Na2CO3: 2.5 eq; reaction time: 18 hrs; 68° C.)

Sources & evidence

ORD record
ord-50cd9fb1a03a4fa89b7f6ddf855f372c
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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