Potassium Carbonate → HCID 67974918, compound

HRID 2168221Notes

Reaction equation

HRID 2168221 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9].[F:16][C@@H:17]1[CH2:21][CH2:20][NH:19][CH2:18]1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[F:16][C@@H:17]1[CH2:21][CH2:20][N:19]([CH2:2][CH2:3][O:4][C:5]2[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=2)[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:18]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27591633-FluoropyrrolidineHCID 54408639Ethyl 3-(2-bromoethoxy)benzoate

Product 1

HCID 67974918HCID 67974918, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of ethyl 3-[(2-bromoethyl)oxy]benzoate D46 (200 mg) and (3R)-3-fluoropyrrolidine (129 mg, 1.025 mmol) in Acetonitrile (10 ml) was added K2CO3 (213 mg, 1.538 mmol). The reaction mixture was stirred at 60° C. overnight. The reaction mixture was filtered and the filtrate was concentrated to give the expected product D48 in 220 mg. LCMS: rt=1.63 min, M+H=282.1 (5 min run)

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-bf3d9ce409074565b97ed9a499afda80
Source dataset
uspto-grants-2015_06
Patent number
US09045485B2

Reaction notes

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