Hydrochloric Acid → HCID 11353031, compound

HRID 2250431Notes

Reaction equation

HRID 2250431 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[CH:13]=[C:12]([C:14](=[O:25])[NH:15][CH:16]3[CH2:21][CH2:20][N:19]([CH:22]([CH3:24])[CH3:23])[CH2:18][CH2:17]3)[N:11]([CH2:26][C:27]3[CH:31]=[C:30]([C:32]4[S:33][C:34]([Cl:37])=[CH:35][CH:36]=4)[O:29][N:28]=3)[C:8]2=[N:9][CH:10]=1)=[O:4].[OH-].[Na+].Cl>CO>[Cl:37][C:34]1[S:33][C:32]([C:30]2[O:29][N:28]=[C:27]([CH2:26][N:11]3[C:8]4=[N:9][CH:10]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[C:7]4[CH:13]=[C:12]3[C:14](=[O:25])[NH:15][CH:16]3[CH2:17][CH2:18][N:19]([CH:22]([CH3:23])[CH3:24])[CH2:20][CH2:21]3)[CH:31]=2)=[CH:36][CH:35]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 11307256HCID 11307256, compound

Product 1

HCID 11353031HCID 11353031, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 630 mg of 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-2-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester in 60 mL MeOH, 8.7 mL of a 1M aqueous NaOH solution were added. The reaction mixture was heated to 60° C. for 3 h. After cooling to RT 8.8 mL of a 1M aqueous HCl were added and the solvents were removed under reduced pressure. The residue was stirred with water/MeCN 2:1 and the precipitated product was collected by filtration.

Workup

  1. additionwere added
  2. customthe solvents were removed under reduced pressure
  3. filtrationthe precipitated product was collected by filtration

Sources & evidence

ORD record
ord-15c2208ae312437e8d9063e28921c1ea
Source dataset
uspto-grants-2008_01
Patent number
US07317027B2

Reaction notes

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