Water → HCID 70032897, compound

HRID 1862059Notes

Reaction equation

HRID 1862059 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 (1 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-8e4187d04c7b416cbbab696eca4c9ee5
Source dataset
uspto-grants-2003_03
Patent number
US06534652B2

Reaction notes

Loading…