AR-A000002 → HCID 178426244, compound

HRID 1596193Notes

Reaction equation

HRID 1596193 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)=[C:8]2[C:3]=1[CH2:4][CH2:5][C@@H:6]([NH:19][C:20](=[O:33])[C:21]1[CH:26]=[CH:25][C:24]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[CH:23][CH:22]=1)[CH2:7]2.[O:34]=[C:35]1[O:41][C@H:40]([C@H:42]([CH2:44][OH:45])[OH:43])[C:38]([OH:39])=[C:36]1[OH:37]>CO>[O:34]=[C:35]1[O:41][C@H:40]([C@H:42]([CH2:44][OH:45])[OH:43])[C:38]([O-:39])=[C:36]1[OH:37].[CH3:1][C:2]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)=[C:8]2[C:3]=1[CH2:4][CH2:5][C@@H:6]([NH:19][C:20](=[O:33])[C:21]1[CH:26]=[CH:25][C:24]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[CH:23][CH:22]=1)[CH2:7]2

Participants

4

Reactant 2

HCID 9846516AR-A000002HCID 54670067L-Ascorbic Acid

Product 1

HCID 178426244HCID 178426244, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a warm solution of (R)-N-[5-methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydro-2-naphthyl]-4-morpholinobenzamide (1.0 g, 2.2 mmol) in methanol (30 mL) was added a solution of L-ascorbic acid (475 mg, 2.7 mmol) in methanol (20 mL) and the solution was allowed to cool to room temperature. About 25 mL of the solvent was evaporated in vacuo and the remaining solution (25 mL) was allowed to stand at room temperature for 2.5 h. The crystals were filtered and dried in vacuo to give 1.3 gram (92% yield) of the title compound as light grey crystals. mp 235-245° C. Anal. Calcd. for C27H36N4O2×C6H8O6×H2O: C, 61.7; H, 7.2; N, 8.7. Found: C, 61.9; H, 7.0; N, 8.9.

Workup

  1. customAbout 25 mL of the solvent was evaporated in vacuo
  2. filtrationThe crystals were filtered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-1445a038eb7f4c649aba22c675602693
Source dataset
uspto-grants-2001_09
Patent number
US06291458B1

Reaction notes

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