Hydrochloric Acid → HCID 21906588, compound

HRID 1883072Notes

Reaction equation

HRID 1883072 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:31])[C:10]2[CH:15]=[C:14]([C:16]([O:18]C)=[O:17])[CH:13]=[CH:12][C:11]=2[NH:20][CH2:21][CH:22]2[CH2:27][CH2:26][N:25]([CH:28]([CH3:30])[CH3:29])[CH2:24][CH2:23]2)=[N:6][CH:7]=1.CO.O.O.O.O.O.O.O.O.[OH-].[Ba+2].[OH-].[ClH:45]>O.C1COCC1>[ClH:1].[ClH:45].[ClH:1].[C:16]([C:14]1[CH:13]=[CH:12][C:11]([NH:20][CH2:21][CH:22]2[CH2:27][CH2:26][N:25]([CH:28]([CH3:30])[CH3:29])[CH2:24][CH2:23]2)=[C:10]([CH:15]=1)[C:9]([NH:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=1)=[O:31])([OH:18])=[O:17]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 17749109Barium hydroxide, octahydrateHCID 21906353HCID 21906353, compound

Product 1

HCID 21906588HCID 21906588, compoundYield 52%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of N-(5-chloropyridin-2-yl)-2-[(1-isopropylpiperidin-4-ylmethyl)amino]-5-methoxycarbonylbenzamide (0.50 g, 1.1 mmol) in 1:1:1 methanol:THF:water was treated with barium hydroxide octahydrate (3.6 g, 11 mmol). After 3 days, the mixture was treated with 5 N HCl and concentrated under reduced pressure until precipitation resulted. The mixture was filtered affording 250 mg (52%) of the title compound as a hydrochloride salt.

Workup

  1. concentrationconcentrated under reduced pressure until precipitation
  2. customresulted
  3. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-2321d912b4ea422c81fb8528573bbd7a
Source dataset
uspto-grants-2004_07
Patent number
US06759414B2

Reaction notes

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