Succinic Acid → HCID 70029953, compound

HRID 1862062Notes

Reaction equation

HRID 1862062 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])[CH2:35][CH2:36][C:37]([OH:39])=[O:38].C(OCC)C>O1CCCC1>[C:34]([OH:41])(=[O:40])[CH2:35][CH2:36][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

5

Reactant 3

HCID 1110Succinic AcidHCID 3283Diethyl EtherHCID 9846516AR-A000002

Product 1

HCID 70029953HCID 70029953, compoundYield 34%

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 succinic acid (56 mg, 0.46 mmol), dissolved in tetrahydrofuran (2 mL), was added dropwise. Diethyl ether (4 mL) was added until the solution was cloudy. The solution was heated to reflux and set aside to cool. The solid was filtered to give 42 mg (34% yield) of a white solid that was stored in an exicator over blue gel: mp 150° C. (decom.).

Workup

  1. temperatureby heating
  2. additionwas added dropwise
  3. temperatureThe solution was heated
  4. temperatureto reflux
  5. temperatureto cool
  6. filtrationThe solid was filtered

Sources & evidence

ORD record
ord-2860964122cc451087a925dcf0a4ba84
Source dataset
uspto-grants-2003_03
Patent number
US06534652B2

Reaction notes

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