HCID 86746559, compound → HCID 9800664, compound

HRID 2082133Notes

Reaction equation

HRID 2082133 reaction equation
C[C:2]1[CH:6]=[CH:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][N:14]3[C:18]([Cl:19])=[C:17]([Cl:20])[N:16]=[C:15]3[CH2:21][CH2:22][CH2:23][CH3:24])=[CH:9][CH:8]=2)[C:3]=1[C:25]([O-:27])=[O:26]>CO.[OH-].[Na+].O>[CH2:21]([C:15]1[N:14]([CH2:13][C:10]2[CH:11]=[CH:12][C:7]([N:4]3[CH:5]=[CH:6][CH:2]=[C:3]3[C:25]([OH:27])=[O:26])=[CH:8][CH:9]=2)[C:18]([Cl:19])=[C:17]([Cl:20])[N:16]=1)[CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 1

HCID 86746559HCID 86746559, compound

Product 1

HCID 9800664HCID 9800664, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 250 mg of the methyl ester from Example 1, Step (i) in 25 mL of methanol and 25 mL of sodium hydroxide in water (10%) was stirred at ambient temperature overnight. The methanol was removed in vacuo and the pH adjusted to 4 with hydrochloric acid which caused the acid to precipitate. The product was collected by filtration: m.p. 181°-182° C.; MS(FAB) m/e(rel intensity 392 (60, M+H+), 200(100); HRMS. Calcd for M+H: 392.0933; found: 392.0967.

Workup

  1. customThe methanol was removed in vacuo
  2. customto precipitate
  3. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-e998478cc30346c891fa6551786a75ad
Source dataset
uspto-grants-1993_02
Patent number
US05187271

Reaction notes

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