Hydrochloric Acid → HCID 58414465, compound

HRID 475858Notes

Reaction equation

HRID 475858 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:18]([CH3:20])[CH3:19])[C:5]2[CH2:10][CH2:9][C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)(O)[C:6]=2[N:7]=1.Cl>CC(O)C.CCOCC>[Cl:1][C:2]1[N:3]=[C:4]([N:18]([CH3:20])[CH3:19])[C:5]2[CH2:10][CH:9]=[C:8]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:6]=2[N:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58075444HCID 58075444, compound

Product 1

HCID 58414465HCID 58414465, compoundYield 62.7%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2-chloro-4-(dimethylamino)-7-phenyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-7-ol (85 mg) in i-PrOH (5 mL) was added HCl in ether (1M solution), and the reaction mixture was heated at 80° C. from 3 h. The solution was cloudy and turned to clear yellow solution by the end of the reaction. The solvents were removed, and the reaction mixture was worked up with EtOAc and saturated NaHCO3 to give the title compound as a brownish solid (50 mg). LC-MS (M−H2O+H)+=272.07.

Workup

  1. customturned to clear yellow solution by the end of the reaction
  2. customThe solvents were removed

Sources & evidence

ORD record
ord-9ae7d063db824f0da86f56b54bf38f58
Source dataset
uspto-grants-2014_01
Patent number
US08637525B2

Reaction notes

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