2-Fluoropyridine → HCID 11976777, compound

HRID 1808291Notes

Reaction equation

HRID 1808291 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][C:13]2([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][OH:27])=[CH:21][CH:20]=3)[CH2:17][CH2:16][CH2:15][CH2:14]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.F[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=1.C(=O)([O-])[O-].[K+].[K+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][CH2:12][C:13]2([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][O:27][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=4)=[CH:21][CH:20]=3)[CH2:14][CH2:15][CH2:16][CH2:17]2)(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 97462-FluoropyridineHCID 11430Potassium CarbonateHCID 11976778HCID 11976778, compound

Product 1

HCID 11976777HCID 11976777, compoundYield 22.3%

Procedure

A mixture of 30 mg (0.074 mmol) of 4-chloro-N-({1-[4-(2-hydroxyethyl)benzyl]cyclopentyl}methyl]benzenesulfonamide (EP 472449), 130 μl (1.48 mmol) of 2-fluoropyridine and 16.576 mg (0.148 mmol) of potassium carbonate is irradiated in a microwave oven (600 W max.), at a maximum temperature of 120° C. for 4 minutes. The crude reaction medium is purified by preparative LC-MS to give 8 mg of the expected compound.

Workup

  1. customis irradiated in a microwave oven (600 W max.)
  2. customThe crude reaction medium
  3. customis purified by preparative LC-MS

Sources & evidence

ORD record
ord-5db5b38a7afa4ccdb6ac7e1b28f8b910
Source dataset
uspto-grants-2013_01
Patent number
US08357721B2

Reaction notes

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