Thiazolidine → HCID 178490551, compound

HRID 2225601Notes

Reaction equation

HRID 2225601 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:24])[CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20]Cl)=[C:14]([O:22][CH3:23])[CH:13]=2)[CH2:4][CH2:3]1.[S:25]1[CH2:29][CH2:28][NH:27]C1.[H-].[Na+]>C1COCC1>[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:24])[CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][NH:27][CH2:28][CH2:29][SH:25])=[C:14]([O:22][CH3:23])[CH:13]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 10444ThiazolidineHCID 24758Sodium hydrideHCID 178490530HCID 178490530, compound

Product 1

HCID 178490551HCID 178490551, compoundYield 21.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using 1.9 g of N-(trans-4-methylcyclohexyl)-4-(2-chloroethoxy)-3-methoxycinnamamide (Example 138), 0.89 g of thiazolidine, 0.5 g of sodium hydride, and 30 ml THF, a reaction similar to that conducted in Example 180 was carried out. As a result, 0.45 g of N-(trans-4-methylcyclohexyl) -4-{2-[(2-mercaptoethyl)amino]ethoxy}-3-methoxycinnamamide (a compound of the present invention) was obtained as white crystal, which had the following physiochemical properties:

Workup

  1. customa reaction similar to

Sources & evidence

ORD record
ord-8460b341cd344b6ea98f78105a72e1c6
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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