Methanol → HCID 67080520, compound

HRID 1048071Notes

Reaction equation

HRID 1048071 reaction equation
[C:1]1([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][NH:9][C:10]([C:12]2[CH:32]=[CH:31][C:15]([O:16][C:17]3[CH:26]=[C:25]4[C:20]([CH:21]([C:27]([OH:29])=[O:28])[CH2:22][CH2:23][O:24]4)=[CH:19][C:18]=3[Cl:30])=[CH:14][CH:13]=2)=[O:11])=[CH:3][CH:2]=1.C[O-].[Na+:41].CO>CO.C1COCC1>[C:1]1([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH:2]=[CH:3][C:4]([CH2:7][CH2:8][NH:9][C:10]([C:12]2[CH:13]=[CH:14][C:15]([O:16][C:17]3[CH:26]=[C:25]4[C:20]([CH:21]([C:27]([O-:29])=[O:28])[CH2:22][CH2:23][O:24]4)=[CH:19][C:18]=3[Cl:30])=[CH:31][CH:32]=2)=[O:11])=[CH:5][CH:6]=1.[Na+:41]

Participants

5

Reactant 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 67080438HCID 67080438, compound

Product 1

HCID 67080520HCID 67080520, compoundYield 102%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

7-(4-(2-(Biphenyl-4-yl)ethylcarbamoyl)phenoxy)-6-chlorochroman-4-carboxylic acid (42 mg, 0.07955 mmol) was dissolved in MeOH-THF (1 ml-1 ml). A 0.5 M solution of NaOMe in MeOH (159.1 μl, 0.0795 mmol) was added and the mixture was stirred for few minutes. The crude mixture was concentrated and chased with EtOAc and dichloromethane to provide 44.6 mg of the title compound as a white solid (102%). MS (apci) m/z=528.1 (M+2H-Na).

Workup

  1. concentrationThe crude mixture was concentrated

Sources & evidence

ORD record
ord-0d4c39284d174a7e91df956c5a1ecfa2
Source dataset
uspto-grants-2013_10
Patent number
US08569522B2

Reaction notes

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