Hydrochloric Acid → HCID 385229, compound

HRID 1421878Notes

Reaction equation

HRID 1421878 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]2([CH2:18][OH:19])[CH2:13][C:12](OC)([O:14]C)[CH2:11]2)[CH:5]=[C:4]([Cl:20])[N:3]=1.Cl.N.CO>CC(C)=O>[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]2([CH2:18][OH:19])[CH2:11][C:12](=[O:14])[CH2:13]2)[CH:5]=[C:4]([Cl:20])[N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 385228HCID 385228, compoundHCID 21705897Ammonia methanol

Product 1

HCID 385229HCID 385229, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 2-amino-6-chloro-4-[[(1-hydroxymethyl-3,3-dimethoxy-1-cyclobutyl)methyl]amino]pyrimidine (0.61 g, 2.0 mmol) were added acetone (50 ml) and 20% hydrochloric acid (0.5 ml), and the mixture was refluxed for 30 minutes. The mixture was neutralized with 10% ammonia-methanol under ice-cooling. The solvent was distilled away under reduced pressure and the residue was recrystallized from acetone to give colorless prism crystals (0.36 g, 70.1%), m.p. 171-173° C. (acetone).

Workup

  1. temperaturethe mixture was refluxed for 30 minutes
  2. temperaturecooling
  3. distillationThe solvent was distilled away under reduced pressure
  4. customthe residue was recrystallized from acetone

Sources & evidence

ORD record
ord-50cc90d356d346138ecfc11fd296e9f7
Source dataset
uspto-grants-2000_06
Patent number
US06080750

Reaction notes

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