4-Aminophenyl-beta-D-galactopyranoside → HCID 67656456, compound

HRID 1956451Notes

Reaction equation

HRID 1956451 reaction equation
[CH:1]1[C:6]([NH2:7])=[CH:5][CH:4]=[C:3]([O:8][C@@H:9]2[O:14][C@H:13]([CH2:15][OH:16])[C@H:12]([OH:17])[C@H:11]([OH:18])[C@H:10]2[OH:19])[CH:2]=1.[Cl:20][C:21]1[CH:30]=[CH:29][N:28]=[C:27]2[C:22]=1[CH:23]=[C:24]([O:32][CH2:33][CH3:34])[C:25]([CH3:31])=[N:26]2>>[ClH:20].[O:8]([C:3]1[CH:2]=[CH:1][C:6]([NH:7][C:21]2[C:22]3[C:27](=[N:26][C:25]([CH3:31])=[C:24]([O:32][CH2:33][CH3:34])[CH:23]=3)[N:28]=[CH:29][CH:30]=2)=[CH:5][CH:4]=1)[C@@H:9]1[O:14][C@H:13]([CH2:15][OH:16])[C@H:12]([OH:17])[C@H:11]([OH:18])[C@H:10]1[OH:19]

Participants

3

Reactant 2

HCID 967254-Aminophenyl-beta-D-galactopyranosideHCID 193742665-Chloro-3-ethoxy-2-methyl-1,8-naphthyridine

Product 1

HCID 67656456HCID 67656456, compound

Procedure

A solution of 4-aminophenyl-β-D-galactopyranoside (2.08 g) in IMS (50 ml) was added to a solution of 5-chloro-3-ethoxy-2-methyl-1,8-naphthyridine (1.7 g) in IMS (30 ml). The mixture was boiled under reflux for 18 hours. The mixture was cooled and filtered to give 4-(6-ethoxy-7-methyl-1,8-naphthyridin-4-ylamino)phenyl β-D-galactopyranoside hydrochloride, m.p. 223°-225° C. Active (1/1) at 30 mg/kg.

Workup

  1. temperatureunder reflux for 18 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-f8ba36e16ccd4f1c92b57a8760eb7424
Source dataset
uspto-grants-1998_07
Patent number
US05780482

Reaction notes

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