Cesium carbonate → HCID 71204732, compound

HRID 712878Notes

Reaction equation

HRID 712878 reaction equation
[CH:1]12[CH2:7][CH:6]1[CH2:5][CH2:4][C@H:3]([C:8]([NH:10][C@H:11]([C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1)[CH3:12])=[O:9])[NH:2]2.[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:23][C:24]([F:33])([F:34])[C:25]1[CH:32]=[CH:31][C:28]([CH2:29][N:2]2[C@@H:3]([C:8]([NH:10][C@H:11]([C:13]3[CH:14]=[CH:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:21][CH:22]=3)[CH3:12])=[O:9])[CH2:4][CH2:5][CH:6]3[CH:1]2[CH2:7]3)=[CH:27][CH:26]=1

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 71204700HCID 71204700, compound

Product 1

HCID 71204732HCID 71204732, compound

Procedure

The title compound (D143) (10 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from methyl 4-((1S)-1-((3R)-2-azabicyclo[4.1.0]heptane-3-carboxamido)ethyl)benzoate (diastereoisomers mixture) (D102) (20 mg) and 4-(trifluoromethyl)-benzylbromide (0.012 ml). (Cs2CO3: 1.5 eq; Reaction time: 20 hrs; RT).

Sources & evidence

ORD record
ord-3bdc5f012f2f4846b18f2114b1ac891f
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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