Cesium carbonate → HCID 71204696, compound

HRID 712877Notes

Reaction equation

HRID 712877 reaction equation
[CH:1]12[CH2:7][CH:6]1[CH2:5][CH2:4][C@H:3]([C:8]([NH:10][C:11]1([C:14]3[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=3)[CH2:13][CH2:12]1)=[O:9])[NH:2]2.[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+]>>[F:24][C:25]([F:34])([F:35])[C:26]1[CH:33]=[CH:32][C:29]([CH2:30][N:2]2[C@@H:3]([C:8]([NH:10][C:11]3([C:14]4[CH:15]=[CH:16][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:22][CH:23]=4)[CH2:12][CH2:13]3)=[O:9])[CH2:4][CH2:5][CH:6]3[CH:1]2[CH2:7]3)=[CH:28][CH:27]=1

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 117966688HCID 117966688, compound

Product 1

HCID 71204696HCID 71204696, compound

Procedure

The title compound (D142) (6.8 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from methyl 4-(1-((3R)-2-azabicyclo[4.1.0]heptane-3-carboxamido)cyclopropyl)benzoate (diastereoisomers mixture) (D101) (17.5 mg) and 4-(trifluoromethyl)-benzylbromide (0.01 ml). (Cs2CO3: 1.5 eq; Reaction time: 20 hrs; RT).

Sources & evidence

ORD record
ord-1f5ccadf34b94284b89af27ec67f3730
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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