Water → HCID 70032897, compound

HRID 427353Notes

Reaction equation

HRID 427353 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.[C:34]([OH:41])(=[O:40])/[CH:35]=[CH:36]\[C:37]([OH:39])=[O:38].C(OCC)C.O>O1CCCC1>[C:34]([OH:41])(=[O:40])/[CH:35]=[CH:36]\[C:37]([OH:39])=[O:38].[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

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 444266Maleic AcidHCID 9846516AR-A000002

Product 1

HCID 70032897HCID 70032897, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

(R)-N-[5-Methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydro-2-naphthyl]-4-morpholinobenzamide (100 mg, 0.22 mmol) was dissolved in tetrahydrofuran (2 mL) by heating and maleic acid (29 mg, 0.24 mmol), dissolved in tetrahydrofuran (11 mL), was added dropwise. Diethyl ether (5 mL) was added to the clear solution to give an oil. The solvent was decanted and the resulting oil was titurated from diethyl ether. The solid was filtered and washed with diethyl ether to give a white solid that was stored in an exicator over blue gel: mp 160° C. (decom.). Anal. Calcd. for C27H36N4O2×C4H4O4×H2O: C, 63.8; H, 6.9; N, 9.6. Found: C, 63.7; H, 7.2; N, 9.3.

Workup

  1. temperatureby heating
  2. additionwas added dropwise
  3. customto give an oil
  4. customThe solvent was decanted
  5. filtrationThe solid was filtered
  6. washwashed with diethyl ether
  7. customto give a white solid

Sources & evidence

ORD record
ord-2e7888e8398340cdabbd7e7b5dbbd853
Source dataset
uspto-grants-2001_11
Patent number
US06313118B1

Reaction notes

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