Methanol → HCID 21893490, compound

HRID 1358666Notes

Reaction equation

HRID 1358666 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:22])[CH2:15][NH:16][S:17]([CH:20]=[CH2:21])(=[O:19])=[O:18])=[CH:10][CH:9]=1.[OH-:23].[NH4+].[CH3:25]O>N>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:22])[CH2:15][NH:16][S:17]([CH2:20][CH2:21][O:23][CH3:25])(=[O:19])=[O:18])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14923Ammonium HydroxideHCID 12052825HCID 12052825, compound

Product 1

HCID 21893490HCID 21893490, compoundYield 5%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of 0.5 g (1.6 mmol) of material from Example 8 in 5 mL of 2M ammonia in methyl alcohol was stirred at room temperature for 18 hr. To the solution was added 2 mL of concentrated ammonium hydroxide and stirring was continued for 5 hr. The mixture was concentrated in vacuo. Chromatography (25 g of silica gel. 50% ethyl acetate/hexane with 2% methyl alcohol) of the residue afforded 0.03 g (5%) of the title compound.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-394426662ce64d71bcdb2777ee7e7966
Source dataset
uspto-grants-2003_07
Patent number
US06596716B2

Reaction notes

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