Pyridine → HCID 22114869, compound

HRID 1276058Notes

Reaction equation

HRID 1276058 reaction equation
[NH2:1][C:2]1[C:3]([Br:23])=[CH:4][C:5]([F:22])=[C:6]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[N:10]3[CH:19]=[CH:20][N:21]=[C:9]23)[CH:7]=1.[CH3:24][S:25](Cl)(=[O:27])=[O:26].N1C=CC=CC=1.C(Cl)Cl>O>[Br:23][C:3]1[C:2]([NH:1][S:25]([CH3:24])(=[O:27])=[O:26])=[CH:7][C:6]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[N:10]3[CH:19]=[CH:20][N:21]=[C:9]23)=[C:5]([F:22])[CH:4]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 31297Methanesulfonyl chlorideHCID 22114870HCID 22114870, compound

Product 1

HCID 22114869HCID 22114869, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 8-(5-amino-4-bromo-2-fluorophenyl)-7,8-dihydro-5-trifluoromethylimidazo[1,2-a]pyrimidin-7-one (5.0 g), methanesulfonyl chloride (1.21 g), pyridine (2.02 g) and methylene chloride (30 ml) was stirred for 5 days at room temperature. The reaction solution was poured into water and extracted with ethyl acetate. The extract layer was washed with water and dried on anhydrous magnesium sulfate followed by distilling off the solvent under reduced pressure. The residual solid was washed with ether to give the compound of interest (4.8 g) as a white solid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract layer was washed with water
  3. dry with materialdried on anhydrous magnesium sulfate
  4. distillationby distilling off the solvent under reduced pressure
  5. washThe residual solid was washed with ether
  6. customto give the compound of interest (4.8 g) as a white solid

Sources & evidence

ORD record
ord-2294bf8163424897a3ed197f2c5cb024
Source dataset
uspto-grants-2000_12
Patent number
US06165942

Reaction notes

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