Hydrochloric Acid → HCID 59518084, compound

HRID 1160888Notes

Reaction equation

HRID 1160888 reaction equation
C[O:2][C:3](=[O:39])[CH2:4][CH2:5][NH:6][C:7](=[O:38])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([O:21][C:22]2[CH:23]=[N:24][C:25]([C:28]3[CH:33]=[CH:32][C:31]([C:34]([CH3:37])([CH3:36])[CH3:35])=[CH:30][CH:29]=3)=[CH:26][CH:27]=2)[CH2:15][CH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:10][CH:9]=1.[OH-].[Na+].Cl>O1CCCC1.C(OCC)C.O>[C:34]([C:31]1[CH:30]=[CH:29][C:28]([C:25]2[N:24]=[CH:23][C:22]([O:21][CH:14]([C:11]3[CH:10]=[CH:9][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:39])=[O:2])=[O:38])=[CH:13][CH:12]=3)[CH2:15][CH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:27][CH:26]=2)=[CH:33][CH:32]=1)([CH3:35])([CH3:36])[CH3:37]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67153562HCID 67153562, compound

Product 1

HCID 59518084HCID 59518084, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

3-(4-{1-[6-(4-tert-Butyl-phenyl)-pyridin-3-yloxy]-4,4-dimethyl-pentyl}-benzoylamino)-propionic acid methyl ester (isomer 1, 80 mg, 0.15 mmol) is dissolved in the tetrahydrofuran (1 mL) and sodium hydroxide solution (5 M, 1.0 mL, 5 mmol) is added. The reaction is monitored by HPLC, and upon complete conversion, the reaction is neutralized with 5N HCl, diluted with diethyl ether and water. The two phases are separated, and the organic layer is washed, dried, and concentrated. The title compound is used without further purification. MS (ES): 515.2 [M−H]−, the structure was also confirmed by proton NMR.

Workup

  1. additionis added
  2. customThe two phases are separated
  3. washthe organic layer is washed
  4. customdried
  5. concentrationconcentrated
  6. customThe title compound is used without further purification

Sources & evidence

ORD record
ord-78960815c0c84459881badd1d99ef466
Source dataset
uspto-grants-2010_10
Patent number
US07816557B2

Reaction notes

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