Hydrochloric Acid → HCID 68582508, compound

HRID 2233998Notes

Reaction equation

HRID 2233998 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:11][CH:12]1[CH2:17][CH2:16][N:15]([C:18]2[S:22][C:21]([C:23]([O:25]CC)=[O:24])=[N:20][N:19]=2)[CH2:14][CH2:13]1)=[O:10].[OH-].[Li+].O.Cl>O1CCOCC1>[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:11][CH:12]1[CH2:17][CH2:16][N:15]([C:18]2[S:22][C:21]([C:23]([OH:25])=[O:24])=[N:20][N:19]=2)[CH2:14][CH2:13]1)=[O:10]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 68580109HCID 68580109, compound

Product 1

HCID 68582508HCID 68582508, compoundYield 5.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl 5-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3,4-thiadiazole-2-carboxylate (Example 219; 0.530 g, 1.2 mmol) and lithium hydroxide (0.117 g, 4.9 mmol) were stirred in dioxane (5 ml) and water (0.5 ml) and heated to 50° C. for thirty minutes. The solution was acidified (pH 4) using 1 N HCl resulting in a precipitate. The solids were collected and purified using semi-preparative HPLC to give the title compound (0.025 g).

Workup

  1. customThe solids were collected
  2. custompurified

Sources & evidence

ORD record
ord-f6d0950085ef4cf7b9d79b383c87f978
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

Loading…