Water → HCID 57875825, compound

HRID 1665672Notes

Reaction equation

HRID 1665672 reaction equation
O[Li].O.C[O:5][C:6](=[O:24])[CH:7]([F:23])[C:8]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)=[O:9].C1COCC1.O>CO>[C:14]1([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:13]=[CH:12][C:11]([NH:10][C:8](=[O:9])[CH:7]([F:23])[C:6]([OH:24])=[O:5])=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 57875826HCID 57875826, compound

Product 1

HCID 57875825HCID 57875825, compoundYield 32.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

LiOH.H2O (25 mg, 0.59 mmol) was added to a solution of N-biphenyl-4-yl-2-fluoro-malonamic acid methyl ester (114 mg, 0.39 mmol) in a mixture of methanol (0.5 mL), THF (1 mL) and H2O (0.3 mL). The resulting mixture was stirred for 2 hours at ambient temperature then concentrated. The resulting residue was diluted with water, acidified with conc. HCl. The resulting precipitate was isolated by filtration and dried to afford 35 mg (32%) of N-biphenyl-4-yl-2-fluoro-malonamic acid

Workup

  1. concentrationthen concentrated
  2. additionThe resulting residue was diluted with water
  3. customThe resulting precipitate was isolated by filtration
  4. customdried

Sources & evidence

ORD record
ord-2b3b875b843648949476895d5423f3ae
Source dataset
uspto-grants-2011_10
Patent number
US08039463B2

Reaction notes

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