Hydrochloric Acid → HCID 69640084, compound

HRID 1825922Notes

Reaction equation

HRID 1825922 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]([O:15]C)=[O:14])=[C:7]([NH:17][C:18]([NH:20][C:21](=[O:31])[C:22]2[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:23]=2[Cl:30])=[O:19])[CH:6]=1)(=[O:3])[CH3:2].O.[OH-].[Li+].Cl>O1CCCC1>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]([OH:15])=[O:14])=[C:7]([NH:17][C:18]([NH:20][C:21](=[O:31])[C:22]2[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:23]=2[Cl:30])=[O:19])[CH:6]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 69640240HCID 69640240, compound

Product 1

HCID 69640084HCID 69640084, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.65 g (1.4 mmol) of methyl 3-{4-acetylamino-2-[3-(2-chloro-4,5-difluorobenzoyl)ureido]phenyl}acrylate was dissolved in 8 ml of tetrahydrofuran, and 8 ml of H2O and 0.17 g (7.2 mmol) of lithium hydroxide were added. After 15 hours at room temperature, the mixture was made acid with 2 N hydrochloric acid and extracted with ethyl acetate. The organic phase was dried, concentrated and stirred up with diethyl ether. The resulting precipitate was filtered off with suction and yielded 77 mg (13%) of the desired product.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organic phase was dried
  3. concentrationconcentrated
  4. filtrationThe resulting precipitate was filtered off with suction

Sources & evidence

ORD record
ord-82f0ba20f87f4f6c8d61ffbc78dddeb0
Source dataset
uspto-grants-2006_05
Patent number
US07049341B2

Reaction notes

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