HCID 22504429, compound → HCID 22504407, compound

HRID 1838352Notes

Reaction equation

HRID 1838352 reaction equation
[F:1][C:2]1[CH:30]=[CH:29][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:20]2[CH:25]=[CH:24][C:23]([C:26]([OH:28])=O)=[CH:22][N:21]=2)=[CH:4][CH:3]=1.[CH3:31][NH2:32].CO>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([CH3:19])(=[O:17])=[O:18])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:20]2[CH:25]=[CH:24][C:23]([C:26]([NH:32][CH3:31])=[O:28])=[CH:22][N:21]=2)=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 22504429HCID 22504429, compoundHCID 57454252Monomethylamine methanol

Product 1

HCID 22504407HCID 22504407, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
22.5 °C

Procedure

A mixture of 1-(4-fluorobenzyl)-2-(5-carboxypyridin-2-yl)-5-methanesulfonylindole (20 mg), N,N′-carbonyldiimidazole (10 mg) and tetrahydrofuran (1 ml) was stirred at 15 to 30° C. for 10 minutes under nitrogen atmosphere, followed by addition of a 40% methylamine/methanol solution (0.1 ml), and the mixture was further stirred at 15 to 30° C. for 10 minutes. The reaction solution was then concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:5) to obtain 13 mg of the desired product.

Workup

  1. stirringthe mixture was further stirred at 15 to 30° C. for 10 minutes
  2. concentrationThe reaction solution was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-cb90f1f4312d42b3b237da781140862a
Source dataset
uspto-grants-2004_01
Patent number
US06673797B1

Reaction notes

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