Ethanol → HCID 57780740, compound

HRID 1785976Notes

Reaction equation

HRID 1785976 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 75%

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 0.005 g, 75% 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-0862fb5a6db144608d6618f49de238b1
Source dataset
uspto-grants-2009_03
Patent number
US07504508B2

Reaction notes

Loading…