Cesium carbonate → HCID 71186309, compound

HRID 712876Notes

Reaction equation

HRID 712876 reaction equation
[CH:1]12[CH2:7][CH:6]1[CH2:5][CH:4]([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:3][CH2:2]2.[F:24][C:25]([F:35])([F:34])[C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29]Br.C([O-])([O-])=O.[Cs+].[Cs+]>>[F:24][C:25]([F:34])([F:35])[C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29][N:3]1[CH:4]([C:8]([NH:10][C:11]2([C:14]3[CH:15]=[CH:16][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:22][CH:23]=3)[CH2:12][CH2:13]2)=[O:9])[CH2:5][CH:6]2[CH:1]([CH2:7]2)[CH2:2]1

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 1230611-(Bromomethyl)-3-(trifluoromethyl)benzeneHCID 71186306HCID 71186306, compound

Product 1

HCID 71186309HCID 71186309, compoundYield 74.8%

Procedure

The title compound (D141) (53 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from methyl 4-(1-(3-azabicyclo[4.1.0]heptane-4-carboxamido)cyclopropyl)benzoate (diastereoisomers mixture) (D100) (48 mg, 0.15 mmol) and 3-(Trifluoromethyl)benzyl bromide (0.040 ml, 0.17 mmol). (Cs2CO3:2 eq; reaction time: 4 hrs; reaction temperature: RT.

Workup

  1. customreaction time
  2. custom4 hrs
  3. customreaction temperature
  4. customRT

Sources & evidence

ORD record
ord-5a778acf13624fd9b9d5cb88e2d15c1c
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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