Triethylamine → HCID 18461491, compound

HRID 2303771Notes

Reaction equation

HRID 2303771 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:4][C:3]=1[N:15]([CH3:23])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19].[O:24]=[C:25]1[NH:29][C:28](=[O:30])[CH:27]([CH2:31][C:32]2[CH:42]=[CH:41][C:35]([O:36][CH2:37][C:38](O)=[O:39])=[CH:34][CH:33]=2)[S:26]1.C(P(=O)(OCC)OCC)#N.C(N(CC)CC)C>O1CCCC1>[O:24]=[C:25]1[NH:29][C:28](=[O:30])[CH:27]([CH2:31][C:32]2[CH:33]=[CH:34][C:35]([O:36][CH2:37][C:38]([NH:1][C:2]3[CH:7]=[CH:6][C:5]([S:8][C:9]4[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=4)=[CH:4][C:3]=3[N:15]([CH3:23])[C:16](=[O:22])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21])=[O:39])=[CH:41][CH:42]=2)[S:26]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 76257Diethyl cyanophosphonateHCID 113234852-(4-((2,4-Dioxothiazolidin-5-YL)methyl)phenoxy)acetic acidHCID 18461459HCID 18461459, compound

Product 1

HCID 18461491HCID 18461491, compoundYield 48.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a similar manner to that described in Example (2-1), a reaction was carried out using t-butyl N-[2-amino-5-(pyridine-2-ylthio)phenyl]-N-methylcarbamate (0.78 g), 4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxyacetic acid (1.06 g), diethyl cyanophosphonate (0.61 g), triethylamine (0.38 g) and anhydrous tetrahydrofuran (20 ml) and the reaction mixture was purified to give the desired product (0.68 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-bc2008bdc8c340aca26a4a755de519d5
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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