Hydrochloric Acid → HCID 19968937, compound

HRID 976131Notes

Reaction equation

HRID 976131 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][C:11]([C:13]2[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=2)=[O:12])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].FC(F)(F)C([O-])=O.Cl[C:28]1[C:29]2[CH2:36][CH2:35][CH2:34][C:30]=2[N:31]=[CH:32][N:33]=1.Cl.C[O-].[Na+].CO>C(Cl)(Cl)Cl>[N:31]1[C:30]2[CH2:34][CH2:35][CH2:36][C:29]=2[C:28]([NH:17][C:16]2[CH:15]=[CH:14][C:13]([C:11](=[O:12])[CH2:10][CH:7]3[CH2:8][CH2:9][N:4]([C:1](=[O:3])[CH3:2])[CH2:5][CH2:6]3)=[CH:19][CH:18]=2)=[N:33][CH:32]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 133124494-chloro-5H,6H,7H-cyclopenta[d]pyrimidineHCID 23694274Sodium methanolate methanolHCID 86750553HCID 86750553, compound

Product 1

HCID 19968937HCID 19968937, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To 50 ml of chloroform were added 6.63 g of 4-[(1-acetylpiperidin-4-yl)acetyl]aniline·trifluoroacetate and 3.01 g of 4-chloro-5,6-dihydro-7H-cyclopenta[d]pyrimidine, and after adding 10 ml of a chloroform solution of hydrochloric acid (containing 0.6 g of hydrochloric acid), the mixture was reacted under reflux for 3 hours. After the reaction, a 28% sodium methylate-methanol solution was added to the reaction mixture under cooling to make it alkaline. After removing solid material, the filtrate was condensed under reduced pressure and the obtained residue was applied to silica gel column chromatography to obtain 6.08 g of the title compound as yellowish white powder.

Workup

  1. customthe mixture was reacted
  2. temperatureunder reflux for 3 hours
  3. customAfter the reaction
  4. temperatureunder cooling
  5. customAfter removing solid material
  6. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-234a852563914b72917fe0eae219b1d6
Source dataset
uspto-grants-1997_03
Patent number
US05610303

Reaction notes

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