Lithium Hydroxide → HCID 10206173, compound

HRID 489119Notes

Reaction equation

HRID 489119 reaction equation
C[O:2][C:3](=[O:37])[CH2:4][O:5][C:6]1[CH:14]=[C:13]2[CH2:15][CH2:16][CH2:17][C:12]2=[C:11]2[C:7]=1[C:8]([C:32](=[O:36])[C:33]([NH2:35])=[O:34])=[C:9]([CH3:31])[N:10]2[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[OH-].[Li+]>O1CCOCC1>[NH2:35][C:33](=[O:34])[C:32]([C:8]1[C:7]2[C:11](=[C:12]3[CH2:17][CH2:16][CH2:15][C:13]3=[CH:14][C:6]=2[O:5][CH2:4][C:3]([OH:37])=[O:2])[N:10]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:9]=1[CH3:31])=[O:36]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 10228548HCID 10228548, compound

Product 1

HCID 10206173HCID 10206173, compoundYield 34.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A slurry of 2-[[3-(2-amino-1,2-dioxoethyl)-2-methyl-1-(2-phenylbenzyl)-1,6,7,8-tetrahydrocyclopent[g]indol-4-yl]oxy]acetic acid methyl ester (18 mg, 0.036 mmol) in dioxane (3 mL) was warmed until a clear solution was produced. The mixture was treated with 1 N lithium hydroxide solution (0.5 mL) and warmed briefly. After 2 h the solution was adjusted to pH 3 and the resulting precipitate collected via vacuum filtration to provide 6 mg (34%) of the title compound. MS ES+ m/e 483 (p+1).

Workup

  1. customwas produced
  2. temperaturewarmed briefly
  3. filtrationthe resulting precipitate collected via vacuum filtration

Sources & evidence

ORD record
ord-dfd199d9bf5d4bf695c8dcbb787fbb03
Source dataset
uspto-grants-2005_12
Patent number
US06974831B2

Reaction notes

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