Maleic Acid → HCID 69209679, compound

HRID 1374016Notes

Reaction equation

HRID 1374016 reaction equation
[CH:1]1([NH:8][C:9]2[N:14]=[C:13]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([F:24])[CH:17]=3)[N:12]=[C:11]([N:25]([CH3:33])[CH:26]3[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]3)[N:10]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:34]([OH:41])(=[O:40])/[CH:35]=[CH:36]\[C:37]([OH:39])=[O:38]>CO>[C:34]([OH:41])(=[O:40])/[CH:35]=[CH:36]\[C:37]([OH:39])=[O:38].[CH:1]1([NH:8][C:9]2[N:14]=[C:13]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([F:24])[CH:17]=3)[N:12]=[C:11]([N:25]([CH3:33])[CH:26]3[CH2:27][CH2:28][N:29]([CH3:32])[CH2:30][CH2:31]3)[N:10]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 10049778HCID 10049778, compound

Product 1

HCID 69209679HCID 69209679, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compounds 158 (100.3 mg, 0.219 mmol) and maleic acid (25.4 mg, 0.219 mmol) were dissolved in CH3OH (2 mL) and stirred at room temperature under a N2 atmosphere for about 75 min. The reaction mixture was filtered through a cotton plug and concentrated in vacuo to afford a solid 167, 0.1239 g, mp 99–100° C. In a qualitative test, this material was water-soluble. HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 7.7 min, 87.9% purity.

Workup

  1. filtrationThe reaction mixture was filtered through a cotton plug
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-89e5424a48ce42d480064e9c5afd2dc9
Source dataset
uspto-grants-2007_01
Patent number
US07163943B2

Reaction notes

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