Maleic Acid → HCID 67681265, compound

HRID 440486Notes

Reaction equation

HRID 440486 reaction equation
Br.[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1([CH:12]2[C:21]3[C:16](=[CH:17][C:18]([F:23])=[C:19]([OH:22])[CH:20]=3)[CH2:15][CH2:14][N:13]2[CH3:24])[CH2:11][CH2:10]1.[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]\[C:28]([OH:30])=[O:29]>C(OCC)(=O)C>[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]\[C:28]([OH:30])=[O:29].[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1([CH:12]2[C:21]3[C:16](=[CH:17][C:18]([F:23])=[C:19]([OH:22])[CH:20]=3)[CH2:15][CH2:14][N:13]2[CH3:24])[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 22406801HCID 22406801, compound

Product 1

HCID 67681265HCID 67681265, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 1-[1-(2-chlorophenyl)cyclopropyl]-6-fluoro-7-hydroxy-2-methyl-1,2,3,4-tetrahydroisoquinoline hydrobromide (1 g, prepared in a similar manner to that described in Example 61) in ethyl acetate (30 ml) was mixed with a solution of maleic acid (0.24 g) in ethyl acetate (8 ml) and the mixture warmed to form a solution. The solution was cooled to yield 1-[1-(2-chlorophenyl)cyclopropyl]-6-fluoro-7-hydroxy-2-methyl-1,2,3,4-tetrahydroisoquinoline maleate, m.p. 183°-184° C. Yield 0.9 g.

Workup

  1. temperaturethe mixture warmed
  2. customto form a solution
  3. temperatureThe solution was cooled

Sources & evidence

ORD record
ord-715bd891d6b7434c8f961f247d50ddcf
Source dataset
uspto-grants-1996_05
Patent number
US05519034

Reaction notes

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