Formate → HCID 20214918, compound

HRID 355202Notes

Reaction equation

HRID 355202 reaction equation
[OH:1][C:2](CC1C=CC=CC=1)([C:19]1[CH:24]=[CH:23][C:22]([O:25]CC2C=CC=CC=2)=[CH:21][CH:20]=1)[CH2:3][NH:4][CH2:5][CH2:6][CH2:7][N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11](=[O:18])[NH:10][CH2:9]1.[H][H].C([O-])=O>CO.[Pd]>[OH:1][CH:2]([C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1)[CH2:3][NH:4][CH2:5][CH2:6][CH2:7][N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11](=[O:18])[NH:10][CH2:9]1

Participants

6

Reactant 3

HCID 283FormateHCID 70434639HCID 70434639, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20214918HCID 20214918, compoundYield 78.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

15.5 gm of 1-{-[2-hydroxy-2-(4-benzyloxy-phenyl)benzylethylamino]-propyl}-1,2,3,4-tetrahydro-4-quinazolone (m.p. 119°-121° C.) were dissolved in 250 ml of methanol and debenzylated by hydrogenation at 60° C. and 6 bars pressure in the presence of palladium as the catalyst. After 2 mols of hydrogen had been taken up, the hydrogenation was complete, yielding of 8 gm of 1-{3-[2-hydroxy-2-(4-hydroxyphenyl)ethylamino]-propyl}-1,2,3,4-tetrahydro-4-quinazolone, whose formate of the formula ##STR75## had a melting point of 174°-176° C. The yield was 61.5% of theory.

Sources & evidence

ORD record
ord-f3adabbe331c47c0959b0731f534846b
Source dataset
uspto-grants-1983_03
Patent number
US04378361

Reaction notes

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