1-Bromo-2-fluorobenzene → HCID 11500870, compound

HRID 1044342Notes

Reaction equation

HRID 1044342 reaction equation
Cl.[CH:2]1([N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][CH2:15][NH:14][CH2:13]3)[C:9]2=[O:18])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.Br[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[F:26].CC(C)([O-])C.[Na+]>CS(C)=O>[CH:2]1([N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][CH2:15][N:14]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[F:26])[CH2:13]3)[C:9]2=[O:18])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 612591-Bromo-2-fluorobenzeneHCID 23676156Sodium t-butoxideHCID 66722385HCID 66722385, compound

Product 1

HCID 11500870HCID 11500870, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of 2-cyclohexyl-2,7-diazaspiro[4.5]decan-1-one hydrochloride (0.025 g, 0.000092 mol), 1-bromo-2-fluorobenzene (0.032 g, 0.00018 mol), and sodium tert-butoxide (0.026 g, 0.00027 mol) in DMSO (0.5 mL) was microwave irradiated at 180° C. for 5 min. After cooling the reaction mixture to ambient temperature the crude product was purified by prep.-HPLC. LC-MS: 331.2 (M+H)+.

Workup

  1. customwas microwave irradiated at 180° C. for 5 min
  2. customwas purified by prep.-HPLC

Sources & evidence

ORD record
ord-c23566adb54b4dc481b963d9fd891745
Source dataset
uspto-grants-2013_10
Patent number
US08563570B2

Reaction notes

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