Hydrochloric Acid → HCID 19968942, compound

HRID 976130Notes

Reaction equation

HRID 976130 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH2:11][C:12]([C:14]2[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=2)=[O:13])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].Cl[C:22]1[C:23]2[CH2:30][CH2:29][CH2:28][C:24]=2[N:25]=[CH:26][N:27]=1.Cl.C[O-].[Na+]>C(Cl)(Cl)Cl>[N:25]1[C:24]2[CH2:28][CH2:29][CH2:30][C:23]=2[C:22]([NH:18][C:17]2[CH:19]=[CH:20][C:14]([C:12](=[O:13])[CH2:11][CH2:10][CH:7]3[CH2:8][CH2:9][N:4]([C:1](=[O:3])[CH3:2])[CH2:5][CH2:6]3)=[CH:15][CH:16]=2)=[N:27][CH:26]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 133124494-chloro-5H,6H,7H-cyclopenta[d]pyrimidineHCID 19968956HCID 19968956, compound

Product 1

HCID 19968942HCID 19968942, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To 80 ml of chloroform were added 4.53 g of 4-[3-(1-acetylpiperidin-4-yl)propanoyl]aniline and 3.83 g of 4-chloro-5,6-dihydro-7H-cyclopenta[d]pyrimidine, and after adding 10 ml of a chloroform solution of hydrochloric acid (containing 0.9 g of hydrochloric acid), the mixture was refluxed under heating for 5 hours. After completion of the reaction, a 28% sodium methoxide was added to the mixture under ice cooling to make it alkaline and then the solvent was removed by distillation under reduced pressure. The obtained residue was applied to silica gel column chromatography to obtain 6.16 g of the title compound as brown powder.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 5 hours
  3. customAfter completion of the reaction
  4. customthe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-5abebb9c62d446b9afc29a1d5f719dd1
Source dataset
uspto-grants-1997_03
Patent number
US05610303

Reaction notes

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