2-Chloro-5-hydroxypyridine → HCID 67397029, compound

HRID 914307Notes

Reaction equation

HRID 914307 reaction equation
C([O:5][C:6](=[O:19])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][OH:18])[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.[Cl:20][C:21]1[CH:26]=[CH:25][C:24](O)=[CH:23][N:22]=1.[F:28][C:29]1[CH:34]=[CH:33][C:32](OB(O)O)=[CH:31][CH:30]=1.Cl.C(OCC)(=O)C>C(OCC)C>[ClH:20].[F:28][C:29]1[CH:34]=[CH:33][C:32]([C:21]2[N:22]=[CH:23][C:24]([O:18][CH2:17][CH2:16][C:14]3[N:15]=[C:11]([S:10][C:7]([CH3:8])([CH3:9])[C:6]([OH:5])=[O:19])[S:12][CH:13]=3)=[CH:25][CH:26]=2)=[CH:31][CH:30]=1

Participants

6

Reactant 4

HCID 8198212-Chloro-5-hydroxypyridineHCID 21866389Hydrogen chloride-ethyl acetateHCID 219397714-Fluoro-phenylboric acidHCID 597593522-{[4-(2-Hydroxyethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester

Product 1

HCID 67397029HCID 67397029, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A compound obtained by an operation similar to that of Example 67-1 and using 2-{[4-(2-hydroxyethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester synthesized in Example 4 and 2-chloro-5-hydroxypyridine synthesized in reference to patent reference [WO9825920] as starting materials, followed by an operation similar to that of Example 68 and using 4-fluorophenylboric acid was dissolved in diethyl ether and the solution was reacted with 4 mol/L hydrochloric acid-ethyl acetate to give the title compound.

Workup

  1. customA compound obtained by an operation similar to that of Example 67-1
  2. customsynthesized in reference to patent reference [WO9825920]

Sources & evidence

ORD record
ord-e293e480c1604102bececc13dd85a696
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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