Hydrochloric Acid → HCID 67625292, compound

HRID 128629Notes

Reaction equation

HRID 128629 reaction equation
[CH2:1]([O:3][C:4]1[C:5]([CH:28]=[CH:29][C:30]([OH:32])=[O:31])=[N:6][C:7]2[C:12]([CH:13]=1)=[C:11]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)[C:10]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:9][N:8]=2)[CH3:2].[ClH:33].[H][H]>[Pd]>[ClH:33].[CH2:1]([O:3][C:4]1[C:5]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[N:6][C:7]2[C:12]([CH:13]=1)=[C:11]([NH:14][C:15]1[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=1)[C:10]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:9][N:8]=2)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 54220500HCID 54220500, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67625292HCID 67625292, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 3-[3-ethoxy-6-ethoxycarbonyl-5-(4-methoxyanilino)-1,8-naphthyridin-2-yl]acrylic acid (2.3 g) , 10% palladium on charcoal (0.5 g), IMS (250 ml) and concentrated hydrochloric acid (0.4 ml) was shaken under an atmosphere of hydrogen until uptake of hydrogen ceased. The catalyst was removed by filtration and the filtrate was evaporated. The residue was triturated with hot ethyl acetate and hot filtered to give 3-[3-ethoxy-6-ethoxycarbonyl-5-(4-methoxyanilino)-1,8-naphthyridin-2-yl]propionic acid hydrochloride, m.p. 213°-216° C.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated
  3. customThe residue was triturated with hot ethyl acetate
  4. filtrationhot filtered

Sources & evidence

ORD record
ord-a8255ba8f6ca4065a9c11ea0a9aac956
Source dataset
uspto-grants-1995_11
Patent number
US05464781

Reaction notes

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