HCID 18461373, compound → HCID 86758428, compound

HRID 2303770Notes

Reaction equation

HRID 2303770 reaction equation
[O:1]=[C:2]1[NH:6][C:5](=[O:7])[CH:4]([CH2:8][C:9]2[CH:47]=[CH:46][C:12]([O:13][CH2:14][C:15]([NH:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[N:31]4[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]4)=[CH:20][C:19]=3[N:37]([CH3:45])C(=O)OC(C)(C)C)=O)=[CH:11][CH:10]=2)[S:3]1.[ClH:48].O1CCOCC1>>[ClH:48].[ClH:48].[CH3:45][N:37]1[C:19]2[CH:20]=[C:21]([O:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[N:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)[CH:22]=[CH:23][C:18]=2[N:17]=[C:15]1[CH2:14][O:13][C:12]1[CH:46]=[CH:47][C:9]([CH2:8][CH:4]2[S:3][C:2](=[O:1])[NH:6][C:5]2=[O:7])=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 18461373HCID 18461373, compoundHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 86758428HCID 86758428, compound

Procedure

A mixture of t-Butyl N-{2-[4-(2,4-dioxothiazolidine 5-ylmethyl)phenoxyacetylamino]-5-[2-(piperidin-1-yl)phenoxy]phenyl}-N-methylcarbamate (1.80 g) and 4N hydrogen chloride/dioxane (20 ml) was stirred at ambient temperature for 19 hours. The solvent of the reaction mixture was evaporated to dryness. Ethyl acetate was added to the residue and insoluble product was collected by filtration and subjected to reversed-phase high performance liquid chromatography using acetonitrile/water=1/1 as the eluant and then treated with 4N hydrogen chloride/ethyl acetate to give the title compound (0.47 g).

Workup

  1. customThe solvent of the reaction mixture was evaporated to dryness
  2. additionEthyl acetate was added to the residue and insoluble product
  3. filtrationwas collected by filtration
  4. additiontreated with 4N hydrogen chloride/ethyl acetate

Sources & evidence

ORD record
ord-505d259545cc479998b9cf6c7e9abf9a
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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