Hydrochloric Acid → HCID 49838173, compound

HRID 2391061Notes

Reaction equation

HRID 2391061 reaction equation
C([O:3][C:4]([C:6]1([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[O:25][N:24]=[C:23]([CH3:26])[C:22]=4[NH:27][C:28]([O:30][C@@H:31]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=4[CH3:39])[CH3:32])=[O:29])=[CH:17][CH:16]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7]1)=[O:5])C.CO.[OH-].[Li+].Cl>O>[CH3:26][C:23]1[C:22]([NH:27][C:28]([O:30][C@@H:31]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[CH3:39])[CH3:32])=[O:29])=[C:21]([C:18]2[CH:19]=[CH:20][C:15]([C:12]3[CH:11]=[CH:10][C:9]([C:6]4([C:4]([OH:5])=[O:3])[CH2:8][CH2:7]4)=[CH:14][CH:13]=3)=[CH:16][CH:17]=2)[O:25][N:24]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 66660373HCID 66660373, compound

Product 1

HCID 49838173HCID 49838173, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 1-{4′-[3-methyl-4-((R)-1-o-tolyl-ethoxycarbonylamino)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester (0.36 mmol) in 2:1 MeOH:H2O was added lithium hydroxide (1.1 mmol), and the reaction was stirred at room temperature until no starting material was seen by analytical LCMS. The mixture was acidified with 1N aqueous HCl and extracted with EtOAc. The combined organic layers were dried, filtered, and concentrated to give the title compound.

Workup

  1. extractionextracted with EtOAc
  2. customThe combined organic layers were dried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-24bf92fe37b44c8eabc843d2bc505529
Source dataset
uspto-grants-2012_09
Patent number
US08273780B2

Reaction notes

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