1,4-Dioxane → HCID 10303068, compound

HRID 584992Notes

Reaction equation

HRID 584992 reaction equation
[CH2:1]([O:8][C:9]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([CH:21]=[C:22]3[S:26][C:25](=[O:27])[NH:24][C:23]3=[O:28])=[CH:17][CH:16]=2)=[CH:13][C:12]([CH2:29][N:30]([CH3:40])[C:31](=[O:39])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O1CCOCC1.[H][H]>C(N(CC)CC)C>[CH2:1]([O:8][C:9]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH:22]3[S:26][C:25](=[O:27])[NH:24][C:23]3=[O:28])=[CH:17][CH:16]=2)=[CH:13][C:12]([CH2:29][N:30]([CH3:40])[C:31](=[O:39])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 312751,4-DioxaneHCID 86591271HCID 86591271, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10303068HCID 10303068, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a manner similar to that of Example 1(g), starting with 1 g (1.8 mmol) of N-[6-benzyloxy-4′-(2,4-dioxothiazolidin-5-ylidenemethyl)biphenyl-3-ylmethyl]-N-methyloctanamide (obtained in Example 75) in ml of dioxane and 1 ml of triethylamine under 3 atm of hydrogen, 270 mg (27%) of the expected product are obtained in the form of a yellow oil.

Sources & evidence

ORD record
ord-5afa45ab583347acaaeacac1a37b3492
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

Loading…