Succinic Acid → HCID 70029953, compound

HRID 427354Notes

Reaction equation

HRID 427354 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-9932067de85b45c49dc633d727eb0b9a
Source dataset
uspto-grants-2001_11
Patent number
US06313118B1

Reaction notes

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