Water → HCID 90019395, compound

HRID 925635Notes

Reaction equation

HRID 925635 reaction equation
[Cl:1][C:2]1[S:18][C:5]2[NH:6][C:7](=[O:17])[C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:9]([OH:10])[C:4]=2[C:3]=1[C:19]1[C:20]([OH:29])=[C:21]2[C:26](=[CH:27][CH:28]=1)[CH2:25][CH2:24][CH2:23][CH2:22]2.C[O-].[Na+:32].O>CO.O1CCCC1>[Cl:1][C:2]1[S:18][C:5]2[NH:6][C:7](=[O:17])[C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:9]([O-:10])[C:4]=2[C:3]=1[C:19]1[C:20]([OH:29])=[C:21]2[C:26](=[CH:27][CH:28]=1)[CH2:25][CH2:24][CH2:23][CH2:22]2.[Na+:32]

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 72700732HCID 72700732, compound

Product 1

HCID 90019395HCID 90019395, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

2-chloro-4-hydroxy-3-(5-hydroxytetralin-6-yl)-5-phenyl-7H-thieno[2,3-b]pyridin-6-one (4.0 g, 9.44 mmol) was dissolved in a mixture of methanol/tetrahydrofuran (25 ml/25 mL). Sodium methoxide solution (30% in methanol) (1.75 mL, 9.44 mmol) was slowly added followed by water (15 ml). Organic solvents were removed under reduced pressure. The remaining aqueous solution was lyophilized to give a grey solid (4.80 g, 100%, compound crystallized with 4 water molecules).

Workup

  1. customOrganic solvents were removed under reduced pressure
  2. customto give
  3. customa grey solid (4.80 g, 100%, compound crystallized with 4 water molecules)

Sources & evidence

ORD record
ord-85816378faaa4eadaf07ecebecc06ff3
Source dataset
uspto-grants-2016_03
Patent number
US09284329B2

Reaction notes

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