Hydrochloric Acid → HCID 135482132, compound

HRID 1836210Notes

Reaction equation

HRID 1836210 reaction equation
[NH2:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH:10]=[CH:9][N:8]([C@@H:11]3[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@H:12]3[O:13][CH3:14])[C:6]=2[N:7]=1.Cl.[OH-:23].[Na+].O>>[NH2:1][C:2]1[NH:3][C:4](=[O:23])[C:5]2[CH:10]=[CH:9][N:8]([C@@H:11]3[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@H:12]3[O:13][CH3:14])[C:6]=2[N:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 9836515HCID 9836515, compoundHCID 23719242Sodium hydroxide--water (1/1/1)

Product 1

HCID 135482132HCID 135482132, compound

Procedure

A solution of the compound from Step C (80 mg, 0.25 mmol) in NaOH/H2O (1.6 g/20 ml) was heated at reflux for 7 hrs., whereupon the solution was adjusted with dilute HCl to a pH of 7 and then evaporated. Chromatography of the resulting solid on silica gel with EtOAc/MeOH 8/2 afforded the product as a white solid; yield 64 mg.

Workup

  1. temperatureat reflux for 7 hrs
  2. customevaporated

Sources & evidence

ORD record
ord-507684223f594eca813e2aaa662a7590
Source dataset
uspto-grants-2004_08
Patent number
US06777395B2

Reaction notes

Loading…