Methanol → HCID 67287900, compound

HRID 1626442Notes

Reaction equation

HRID 1626442 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[N:26]=[CH:25][C:24]([C:27]4[CH:28]=[N:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=4)=[CH:23][CH: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>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:35])[NH:20][C:21]3[N:26]=[CH:25][C:24]([C:27]4[CH:28]=[N:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=4)=[CH:23][CH:22]=3)=[CH:15][CH:14]=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 67287901HCID 67287901, compound

Product 1

HCID 67287900HCID 67287900, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a solution of 6-chloro-7-(4-(6′-methoxy-3,3′-bipyridin-6-ylcarbamoyl)phenoxy)chroman-4-carboxylic acid (0.040 g, 0.0752 mmol) in 1:1 THF/MeOH (2 ml) was added a 0.5M solution of sodium methoxide in methanol (0.150 ml, 0.0752 mmol), and the reaction was stirred for 2 hours at ambient temperature. The reaction was concentrated to yield the desired compound (0.040 g, 0.0722 mmol, 96.0% yield). MS (apci) m/z=532.2 (M-Na+2H).

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-006e5fd12003490eb31cd3f5e8025e51
Source dataset
uspto-grants-2014_07
Patent number
US08785445B2

Reaction notes

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