4-Fluorobenzylamine → HCID 178522999, compound

HRID 1767113Notes

Reaction equation

HRID 1767113 reaction equation
C([O:9][C:10]1[C:11]([C:22]([O:24]C)=O)=[N:12][C:13]([CH:17]2[CH2:21][CH2:20][CH2:19][NH:18]2)=[N:14][C:15]=1[OH:16])(=O)C1C=CC=CC=1.[F:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31][NH2:32])=[CH:29][CH:28]=1>CO>[F:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31][NH:32][C:22]([C:11]2[C:10]([OH:9])=[C:15]([OH:16])[N:14]=[C:13]([CH:17]3[CH2:21][CH2:20][CH2:19][NH:18]3)[N:12]=2)=[O:24])=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 673264-FluorobenzylamineHCID 178499072HCID 178499072, compound

Product 1

HCID 178522999HCID 178522999, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 5-(benzoyloxy)-6-hydroxy-2-pyrrolidin-2-ylpyrimidine-4-carboxylate (C-16) (1.0 eq.) in MeOH was treated with 4-fluorobenzylamine (3.0 eq.). The solution was stirred at reflux until the starting material was consumed as determined by MS analysis. The reaction was concentrated and the product (C-17) was precipitated with MeOH and collected by filtration.

Workup

  1. temperatureat reflux until the starting material
  2. customwas consumed
  3. concentrationThe reaction was concentrated
  4. customthe product (C-17) was precipitated with MeOH
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-ad986fe654804d43a0a292b820d09d10
Source dataset
uspto-grants-2007_06
Patent number
US07232819B2

Reaction notes

Loading…