Hydrochloric Acid → HCID 19012239, compound

HRID 1729235Notes

Reaction equation

HRID 1729235 reaction equation
[CH3:1][CH:2]([NH:14][C:15]1[N:20]=[C:19]([CH3:21])[CH:18]=[C:17]([CH3:22])[N:16]=1)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:6][CH:5]=1.[H][H].[ClH:25]>[Pd]>[ClH:25].[CH3:1][CH:2]([NH:14][C:15]1[NH:20][CH:19]([CH3:21])[CH2:18][CH:17]([CH3:22])[N:16]=1)[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 19012234HCID 19012234, compound2×HCID 178418361HCID 178418361, compound

Product 1

HCID 19012239HCID 19012239, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of the 2-(1-methyl-2-[4-t-butylphenyl]ethyl)amino-4,6-dimethylpyrimidine (1.24 g, 4.18 mmol) obtained in (iii) in 0.5M ethanolic hydrogen chloride (100 ml) was hydrogenated at about 3 atmospheres in the presence of 10% palladium on charcoal catalyst (320 mg) until hydrogen uptake had ceased. The solution was then filtered to remove the catalyst and the filtrate evaporated. Addition of dichloromethane (20 ml) and evaporation afforded 1.08 g 2-(1-methyl-2-[4-t-butylphenyl]ethyl)amino-4,6-dimethyl-3,4,5,6-tetrahydropyrimidine hydrochloride (in hemi-hydrate form) as an off-white foam, m.pt., 40°-45° C. M+ (--HCl) found: 301.

Workup

  1. filtrationThe solution was then filtered
  2. customto remove the catalyst
  3. customthe filtrate evaporated
  4. additionAddition of dichloromethane (20 ml) and evaporation

Sources & evidence

ORD record
ord-b3fd6c74d218449c9094e247ef91e38b
Source dataset
uspto-grants-1994_07
Patent number
US05332745

Reaction notes

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