Ethanol → HCID 67288578, compound

HRID 1626478Notes

Reaction equation

HRID 1626478 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:31])[NH:20][CH2:21][CH2:22][C:23]3[C:28]([Cl:29])=[CH:27][C:26]([Cl:30])=[CH:25][N:24]=3)=[CH:15][CH:14]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:32]([O:34]CC)=[O:33].[OH-].[Na+].[CH2:39](O)[CH3:40]>C1COCC1.C(OCC)(=O)C.Cl>[CH2:39]([CH:7]1[CH2:6][CH:5]([C:32]([OH:34])=[O:33])[C:4]2[C:9](=[CH:10][C:11]([O:12][C:13]3[CH:18]=[CH:17][C:16]([C:19](=[O:31])[NH:20][CH2:21][CH2:22][C:23]4[C:28]([Cl:29])=[CH:27][C:26]([Cl:30])=[CH:25][N:24]=4)=[CH:15][CH:14]=3)=[C:2]([Cl:1])[CH:3]=2)[O:8]1)[CH3:40]

Participants

7

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 67288212HCID 67288212, compound

Product 1

HCID 67288578HCID 67288578, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

Ethyl 6-chloro-7-(4-(2-(3,5-dichloropyridin-2-yl)ethylcarbamoyl)phenoxy)chroman-4-carboxylate (40 mg, 0.073 mmol) was diluted with THF (500 μl) followed by the addition of NaOH (364 μl, 0.36 mmol) and ethanol (300 μl). After stirring for 3 hours, the reaction was diluted with ethyl acetate and 2N HCl. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated to yield the desired compound (38 mg, 0.073 mmol, 100% yield).

Workup

  1. customThe layers were separated
  2. dry with materialthe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e6710fa5722e4f58a97478b98e4c6ec6
Source dataset
uspto-grants-2014_07
Patent number
US08785445B2

Reaction notes

Loading…