Methanol → HCID 67288155, compound

HRID 1626423Notes

Reaction equation

HRID 1626423 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:35])[NH:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[C:23]([C:28]4[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=4)[N:22]=3)=[CH:15][CH:14]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:36]([OH:38])=[O:37].C[O-].[Na+:41].CO>CO.C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][C:13]1[CH:14]=[CH:15][C:16]([C:19](=[O:35])[NH:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[C:23]([C:28]4[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=4)[N:22]=3)=[CH:17][CH:18]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:36]([O-:38])=[O:37].[Na+:41]

Participants

5

Reactant 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 67287015HCID 67287015, compound

Product 1

HCID 67288155HCID 67288155, compoundYield 101.6%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

6-Chloro-7-(4-(6-(4-chlorophenyl)-5-fluoropyridin-2-ylcarbamoyl)phenoxy)-chroman-4-carboxylic acid (16.1 mg, 0.0291 mmol) was dissolved in MeOH-THF (0.5 mL-0.5 mL) and 0.5 M sodium methoxide solution in methanol (58.19 μl, 0.0291 mmol) was added. The mixture was stirred at ambient temperature for 1 hour and concentrated. The residue was chased with dichloromethane multiple times and dried under high vacuum to provide 17.0 mg of the title compound as white solid (101.6%). MS (apci) m/z=553.0 (M+2H—Na).

Workup

  1. concentrationconcentrated
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-693588234c864d7993bf5b89dbb67416
Source dataset
uspto-grants-2014_07
Patent number
US08785445B2

Reaction notes

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