Ethanol → HCID 57780740, compound

HRID 1786039Notes

Reaction equation

HRID 1786039 reaction equation
C([O:3][C:4](=[O:41])[CH2:5][NH:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]([N:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C@H:22]([N:29]([C:37](=[O:39])[CH3:38])[C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=3)[CH2:21][C@@H:20]2[CH3:40])=[O:18])=[CH:13][CH:12]=1)C.C(O)C.[OH-].[Na+]>O1CCCC1>[C:37]([N:29]([C:30]1[CH:31]=[CH:32][C:33]([Cl:36])=[CH:34][CH:35]=1)[C@H:22]1[C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:19]([C:17]([C:14]2[CH:15]=[CH:16][C:11]([O:10][CH2:9][CH2:8][CH2:7][NH:6][CH2:5][C:4]([OH:41])=[O:3])=[CH:12][CH:13]=2)=[O:18])[C@@H:20]([CH3:40])[CH2:21]1)(=[O:39])[CH3:38]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 68917893HCID 68917893, compound

Product 1

HCID 57780740HCID 57780740, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

{[3-(4-{[(2S,4R)-4-[acetyl(4-chlorophenyl)amino]-2-methyl-3,4-dihydroquinolin-1(2H)-yl]carbonyl}phenoxy)propyl]amino}acetic ethyl ester was hydrolyzed to the acid by dissolving in tetrahydrofuran and ethanol and sodium hydroxide (1N) was added. The mixture was stirred at room temperature overnight. The mixture was cooled to rt, acidified to form a white precipitate. The solid was filtered to give {[3-(4-{[(2S,4R)-4-[acetyl(4-chlorophenyl)amino]-2-methyl-3,4-dihydroquinolin-1(2H)-yl]carbonyl}phenoxy)propyl]amino}acetic acid (0.003 g, 60% yield).

Workup

  1. temperatureThe mixture was cooled to rt
  2. customto form a white precipitate
  3. filtrationThe solid was filtered

Sources & evidence

ORD record
ord-7dc1f59994ee47179349fa16d76ae94a
Source dataset
uspto-grants-2009_03
Patent number
US07504508B2

Reaction notes

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