Hydrochloric Acid → HCID 86692589, compound

HRID 1748651Notes

Reaction equation

HRID 1748651 reaction equation
[OH-].[Na+].[CH3:3][C:4]1[CH:5]=[C:6]([NH:22][C:23]([C:25]2[CH:29]=[CH:28][N:27](S(C3C=CC(C)=CC=3)(=O)=O)[CH:26]=2)=[O:24])[CH:7]=[N:8][C:9]=1[C:10]1[CH2:15][CH2:14][CH:13]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH2:12][CH:11]=1.Cl>CO.O1CCCC1>[CH3:3][C:4]1[CH:5]=[C:6]([NH:22][C:23]([C:25]2[CH:29]=[CH:28][NH:27][CH:26]=2)=[O:24])[CH:7]=[N:8][C:9]=1[C:10]1[CH2:15][CH2:14][CH:13]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH2:12][CH:11]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86692590HCID 86692590, compound

Product 1

HCID 86692589HCID 86692589, compoundYield 82.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1N Aqueous solution of sodium hydroxide (20 ml) was added to a suspension of N-{5-methyl-6-[4-(morpholin-4-yl)cyclohex-1-en-1-yl]pyridin-3-yl}-1-[(4-methylphenyl)sulfonyl]-1H-pyrrole-3-carboxamide (2.07 g) in methanol (20 ml) and tetrahydrofuran (30 ml), and stirred at room temperature for 2.5 hours. 1N Hydrochloric acid aqueous solution was added at 0° C. to the reaction solution and concentrated in vacuo. The precipitated solid was washed with ethanol to give N-{5-methyl-6-[4-(morpholin-4-yl)cyclohex-1-en-1-yl]pyridin-3-yl}-1H-pyrrole-3-carboxamide (1.2 g) as a white solid.

Workup

  1. concentrationconcentrated in vacuo
  2. washThe precipitated solid was washed with ethanol

Sources & evidence

ORD record
ord-8c55115772b8470f9cf8d10abb4aba0c
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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