Methanol → HCID 67288689, compound

HRID 1626441Notes

Reaction equation

HRID 1626441 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:38])[NH:20][C:21]3[N:22]=[N:23][C:24]([C:27]4[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][C:28]=4[F:37])=[CH:25][CH:26]=3)=[CH:15][CH:14]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:39]([OH:41])=[O:40].C[O-].[Na+:44].CO>C1COCC1.CO>[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:38])[NH:20][C:21]3[N:22]=[N:23][C:24]([C:27]4[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:34])[F:35])=[CH:29][C:28]=4[F:37])=[CH:25][CH:26]=3)=[CH:15][CH:14]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:39]([O-:41])=[O:40].[Na+:44]

Participants

5

Reactant 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 67288176HCID 67288176, compound

Product 1

HCID 67288689HCID 67288689, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a solution of 6-chloro-7-(4-(6-(2-fluoro-4-(trifluoromethyl)phenyl)pyridazin-3-ylcarbamoyl)phenoxy)chroman-4-carboxylic acid (0.071 g, 0.12 mmol) in 1:1 THF/methanol (2 ml) was added a 0.5M solution of sodium methoxide in methanol (0.24 ml, 0.12 mmol), and the reaction was stirred at ambient temperature for 2 hours. The reaction was concentrated to yield the desired compound (0.071 g, 0.12 mmol, 96% yield). MS (apci) m/z=588.0 (M-Na+2H).

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-6182fdb025a64f4ba16b33d8108d3605
Source dataset
uspto-grants-2014_07
Patent number
US08785445B2

Reaction notes

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