Cesium carbonate → HCID 71204730, compound

HRID 712886Notes

Reaction equation

HRID 712886 reaction equation
[CH3:1][C:2]1([CH3:23])[CH2:6][NH:5][C@@H:4]([C:7]([NH:9][C:10]2([C:13]3[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=3)[CH2:12][CH2:11]2)=[O:8])[CH2:3]1.[F:24][C:25]([F:35])([F:34])[C:26]1[CH:33]=[CH:32][C:29]([CH2:30]Br)=[CH:28][CH:27]=1.C([O-])([O-])=O.[Cs+].[Cs+]>>[CH3:1][C:2]1([CH3:23])[CH2:6][N:5]([CH2:30][C:29]2[CH:28]=[CH:27][C:26]([C:25]([F:24])([F:34])[F:35])=[CH:33][CH:32]=2)[C@@H:4]([C:7]([NH:9][C:10]2([C:13]3[CH:14]=[CH:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:21][CH:22]=3)[CH2:12][CH2:11]2)=[O:8])[CH2:3]1

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 71204722HCID 71204722, compound

Product 1

HCID 71204730HCID 71204730, compound

Procedure

The title compound (D151) (100 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from (R)-methyl 4-(1-(4,4-dimethylpyrrolidine-2-carboxamido)cyclopropyl)benzoate (D108) (70 mg) and 4-(trifluoromethyl)-benzylbromide (0.041 ml). (Cs2CO3: 1.5 eq; reaction time: 20 hrs, RT)

Sources & evidence

ORD record
ord-79e6b314853d4e60a8a833075630b8b8
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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