Dimethylamine → HCID 54712015, compound

HRID 1161934Notes

Reaction equation

HRID 1161934 reaction equation
[F:1][C:2]1[CH:30]=[CH:29][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:11]=[C:12]([C:19]([NH:22][C:23](=[O:28])[C:24]([O:26]C)=O)([CH3:21])[CH3:20])[N:13]([CH3:18])[C:14](=[O:17])[C:15]=2[OH:16])=[O:9])=[CH:4][CH:3]=1.[CH3:31][NH:32][CH3:33]>C1COCC1>[F:1][C:2]1[CH:30]=[CH:29][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:11]=[C:12]([C:19]([NH:22][C:23](=[O:28])[C:24]([N:32]([CH3:33])[CH3:31])=[O:26])([CH3:20])[CH3:21])[N:13]([CH3:18])[C:14](=[O:17])[C:15]=2[OH:16])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 54737243Methyl 2-[[1-[4-[[[(4-fluorophenyl)methyl]amino]carbonyl]-1,6-dihydro-5-hydroxy-1-methyl-6-oxo-2-pyrimidinyl]-1-methylethyl]amino]-2-oxoacetate

Product 1

HCID 54712015HCID 54712015, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl {[1-(4-{[(4-fluorobenzyl)amino]carbonyl}-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)-1-methylethyl]amino}(oxo)acetate was refluxed in an excess of 2 M solution of dimethylamine in THF for 2 h. Reaction mixture was cooled to room temperature, evaporated and residue was purified by RP HPLC (C18, water/acetonitrile containing 0.1% of trifluoroacetic acid as eluant). Collection and lyophilization of appropriate fractions afforded the title product.

Workup

  1. customReaction mixture
  2. customevaporated
  3. customresidue was purified by RP HPLC (C18, water/acetonitrile containing 0.1% of trifluoroacetic acid as eluant)
  4. customCollection and lyophilization of appropriate fractions

Sources & evidence

ORD record
ord-f55be3aef3a14fb294a7e00a989dad8b
Source dataset
uspto-grants-2010_10
Patent number
US07820660B2

Reaction notes

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