Hydrochloric Acid → HCID 15571588, compound

HRID 127925Notes

Reaction equation

HRID 127925 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18]CC3C=CC=CC=3)[CH:11]=2)=[CH:4][N:3]=1.[ClH:26].[H][H]>CO.[Pd]>[ClH:26].[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([OH:18])[CH:11]=2)=[CH:4][N:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 114505255-[(4-methoxy-3-phenylmethoxyphenyl)methyl]pyrimidine-2,4-diamineHCID 178418361HCID 178418361, compound

Product 1

HCID 15571588HCID 15571588, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 55 g (0.15 mole) of 2,4-diamino-5-(3-benzyloxy-4-methoxybenzyl)pyrimidine from the preceding step in 2500 ml of methanol and 20 ml of concentrated hydrochloric acid is hydrogenated at about 2.5 to 3.0 atm. in the presence of 4 g of 10% Palladium-on-charcoal catalyst. After the uptake of hydrogen has stopped (3.5 hr.) the catalyst is filtered and the filtrate concentrated in vacuo to 250 ml. The crystalline product weighs 41.5 g (90%), m.p. 230°-32°.

Workup

  1. custom(3.5 hr.)
  2. filtrationis filtered
  3. concentrationthe filtrate concentrated in vacuo to 250 ml

Sources & evidence

ORD record
ord-97286a5bba6741a2b2de2bd8953335c9
Source dataset
uspto-grants-1981_03
Patent number
US04258045

Reaction notes

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