Hydrochloric Acid → HCID 19978097, compound

HRID 1449518Notes

Reaction equation

HRID 1449518 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([N:10]([CH2:25][CH2:26][C:27]([O:29]CC)=[O:28])[C:11]([C:13]2[S:21][C:16]3=[N:17][CH2:18][CH2:19][CH2:20][N:15]3[C:14]=2[CH2:22][CH2:23][CH3:24])=[O:12])[CH:6]=[C:7]([Cl:9])[CH:8]=1.Cl>>[ClH:2].[Cl:9][C:7]1[CH:6]=[C:5]([N:10]([CH2:25][CH2:26][C:27]([OH:29])=[O:28])[C:11]([C:13]2[S:21][C:16]3=[N:17][CH2:18][CH2:19][CH2:20][N:15]3[C:14]=2[CH2:22][CH2:23][CH3:24])=[O:12])[CH:4]=[C:3]([Cl:2])[CH:8]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 19978144HCID 19978144, compound

Product 1

HCID 19978097HCID 19978097, compoundYield 161.9%

Conditions

Temperature
90 °C

Procedure

To 54.8 mg of N-(3,5-dichlorophenyl)-N-(2-ethoxycarbonylethyl)-3-propyl-6,7-dihydro-5H-thiazolo[3,2-a]-pyrimidine-2-carboxamide hydrochloride obtained in Example 57 was added 5 ml of concentrated hydrochloric acid, followed by stirring at 90° C. for 1 hour. After cooling, the solvent was removed under reduced pressure. The residue was suspended in isopropanol and to the suspension was added diethylether. The formed powder was collected by filtration. This powder was recrystallized from a mixed solvent of methanol and diethylether to obtain 41.9 mg of the titled compound.

Workup

  1. temperatureAfter cooling
  2. customthe solvent was removed under reduced pressure
  3. additionwas added diethylether
  4. filtrationThe formed powder was collected by filtration
  5. customThis powder was recrystallized from a mixed solvent of methanol and diethylether

Sources & evidence

ORD record
ord-a55d46cf368e433ea780e99fd624844e
Source dataset
uspto-grants-1997_02
Patent number
US05599813

Reaction notes

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