Hydrochloric Acid → HCID 15372708, compound

HRID 394676Notes

Reaction equation

HRID 394676 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH:10]=[C:9]([CH2:12][NH2:13])[O:8][C:7]=2[CH:14]=1.C(N(CC)CC)C.[CH:22]1([C:25](Cl)=[O:26])[CH2:24][CH2:23]1.Cl>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH:10]=[C:9]([CH2:12][NH:13][C:25]([CH:22]3[CH2:24][CH2:23]3)=[O:26])[O:8][C:7]=2[CH:14]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 15372701HCID 15372701, compound

Product 1

HCID 15372708HCID 15372708, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

The amine obtained in Step C of Example 24 is dissolved in 16 ml of anhydrous dichloromethane and the mixture is cooled to 0° C. 2.5 ml (18 mmol) of triethylamine and 0.467 g (4.48 mmol) of cyclopropanecarboxylic acid chloride are slowly added to the medium. After 25 minutes of stirring under an argon atmosphere, the solution is acidified with a hydrochloric acid solution (1N); the aqueous phase is then extracted with dichloromethane. The organic phase, dried over magnesium sulphate and then filtered, is concentrated in vacuo. The title amide is obtained pure after passage over a silica column (eluant: MeOH/CH2Cl2: 2/98) in the form of a white solid.

Workup

  1. extractionthe aqueous phase is then extracted with dichloromethane
  2. dry with materialThe organic phase, dried over magnesium sulphate
  3. filtrationfiltered
  4. concentrationis concentrated in vacuo

Sources & evidence

ORD record
ord-74c68079e6cd41b9ba7e8fe72b995358
Source dataset
uspto-grants-2003_08
Patent number
US06602903B2

Reaction notes

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