Acetyl chloride → HCID 69640084, compound

HRID 1825921Notes

Reaction equation

HRID 1825921 reaction equation
CN1CC[CH2:4][C:3]1=[O:7].C(=O)([O-])[O-].[Cs+].[Cs+].C(Cl)(=O)C.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH:25]=[CH:26][C:27]([O:29]C)=[O:28])=[C:21]([NH:31][C:32]([NH:34][C:35](=[O:45])[C:36]2[CH:41]=[C:40]([F:42])[C:39]([F:43])=[CH:38][C:37]=2[Cl:44])=[O:33])[CH:20]=1>O>[C:3]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([CH:25]=[CH:26][C:27]([OH:29])=[O:28])=[C:21]([NH:31][C:32]([NH:34][C:35](=[O:45])[C:36]2[CH:41]=[C:40]([F:42])[C:39]([F:43])=[CH:38][C:37]=2[Cl:44])=[O:33])[CH:20]=1)(=[O:7])[CH3:4]

Participants

6

Reactant 4

HCID 6367Acetyl chlorideHCID 10796Cesium carbonateHCID 13387N-methyl-2-pyrrolidoneHCID 68806941HCID 68806941, compound

Product 1

HCID 69640084HCID 69640084, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6 ml of N-methylpyrrolidone, 1.11 g (3.4 mmol) of cesium carbonate and 0.27 g (3.4 mmol) of acetyl chloride were added to 0.70 g (1.7 mmol) of methyl 3-{4-amino-2-[3-(2-chloro-4,5-difluorobenzoyl)ureido]phenyl}acrylate and the mixture was stirred at room temperature for 30 minutes. It was then diluted with H2O and extracted with ethyl acetate. The organic phase was washed with H2O, dried and concentrated. 0.65 g (85%) of the desired product was obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with H2O
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-54f477bc9b1c4741ae5cfec667191e84
Source dataset
uspto-grants-2006_05
Patent number
US07049341B2

Reaction notes

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