Cesium carbonate → HCID 71204656, compound

HRID 712871Notes

Reaction equation

HRID 712871 reaction equation
[F:1][CH:2]1[CH2:7][CH2:6][NH:5][C@@H:4]([C:8]([NH:10][C@H:11]([C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])[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.[Cs+].[Cs+]>>[F:1][CH:2]1[CH2:7][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:8]([NH:10][C@H:11]([C:13]2[CH:14]=[CH:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:21][CH:22]=2)[CH3:12])=[O:9])[CH2:3]1

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 71186614HCID 71186614, compound

Product 1

HCID 71204656HCID 71204656, compound

Procedure

The title compound (D133) (62 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from methyl 4-((1S)-1-((2R)-4-fluoropiperidine-2-carboxamido)ethyl)benzoate (D95) (75 mg) and 4-(trifluoromethyl)-benzylbromide (0.045 ml). (Cs2CO3: 1.3 eq; reaction time: 18 hrs; RT).

Sources & evidence

ORD record
ord-c261d303ed7341df86cacdf28f5a8476
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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