D-Tartaric acid → HCID 86649075, compound

HRID 1887729Notes

Reaction equation

HRID 1887729 reaction equation
[NH2:1][CH:2]1[CH2:11][C:10]2[C:5](=[C:6]([N:12]3[CH2:16][CH2:15][CH2:14][C:13]3=[O:17])[CH:7]=[CH:8][CH:9]=2)[N:4]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:3]1=[O:25].[C:26]([OH:35])(=[O:34])[C@H:27]([C@@H:29]([C:31]([OH:33])=[O:32])[OH:30])[OH:28]>CO.O>[C:31]([C@H:29]([C@@H:27]([C:26]([OH:35])=[O:34])[OH:28])[OH:30])([OH:33])=[O:32].[NH2:1][CH:2]1[CH2:11][C:10]2[C:5](=[C:6]([N:12]3[CH2:16][CH2:15][CH2:14][C:13]3=[O:17])[CH:7]=[CH:8][CH:9]=2)[N:4]([CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:3]1=[O:25]

Participants

5

Reactant 2

HCID 439655D-Tartaric acidHCID 59620367HCID 59620367, compound

Product 1

HCID 86649075HCID 86649075, compoundYield 40.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

3-Amino-1-benzyl-8-(2-oxopyrrolidin-1-yl)-3,4-dihydroquinolin-2(1H)-one (1.0 g) was dissolved in a mixture of methanol and water (2:1) (20 mL), and D-(−)-tartaric acid (447 mg) was added thereto, followed by stirring at room temperature for two hours. The formed precipitates were recovered through filtration, washed with a mixture of methanol and water (2:1), and dried, whereby the title compound (587 mg) (98.5% ee) was yielded as a powdery compound.

Workup

  1. additionwas added
  2. customThe formed precipitates
  3. filtrationwere recovered through filtration
  4. washwashed with a mixture of methanol and water (2:1)
  5. customdried

Sources & evidence

ORD record
ord-44f590ed741d4fad945aa4200d962ded
Source dataset
uspto-grants-2013_08
Patent number
US08501772B2

Reaction notes

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