Hydrochloric Acid → HCID 178459835, compound

HRID 506593Notes

Reaction equation

HRID 506593 reaction equation
[CH:1]([O:4][C:5](=[O:23])[NH:6][C:7]1[CH:8]=[C:9]2[N:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([NH2:22])[CH:17]=3)[NH:13][C:10]2=[N:11][CH:12]=1)([CH3:3])[CH3:2].[CH3:24][S:25](Cl)(=[O:27])=[O:26].N1C=CC=CC=1.Cl>CN1C(=O)CCC1>[CH:1]([O:4][C:5](=[O:23])[NH:6][C:7]1[CH:8]=[C:9]2[N:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([NH:22][S:25]([CH3:24])(=[O:27])=[O:26])[CH:17]=3)[NH:13][C:10]2=[N:11][CH:12]=1)([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 178459834HCID 178459834, compound

Product 1

HCID 178459835HCID 178459835, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
0 °C

Procedure

45 mg of the product from example 5-1 were dissolved in 1 ml dry NMP and cooled to 0° C. 18.3 mg methylsulfonylchloride were added and the mixture was stirred for 1 hr at 0° C. and another hr at room temperature. 12 μl (1 equivalent) pyridine were added and stirring was continued for another 60 min. After addition of 0.1 ml conc. HCl, the solvent was removed under vacuum and the residue purified by chromatography on C-18 RP silica in methanol water mixtures.

Workup

  1. stirringstirring
  2. waitwas continued for another 60 min
  3. customthe solvent was removed under vacuum
  4. customthe residue purified by chromatography on C-18 RP silica in methanol water mixtures

Sources & evidence

ORD record
ord-048c8490ea4946ec9012027cbee87443
Source dataset
uspto-grants-2010_08
Patent number
US07786113B2

Reaction notes

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