Triethylamine → HCID 18461276, compound

HRID 2303808Notes

Reaction equation

HRID 2303808 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[N:17]([CH3:25])[C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21].[O:26]=[C:27]1[NH:31][C:30](=[O:32])[CH:29]([CH2:33][C:34]2[CH:44]=[CH:43][C:37]([O:38][CH2:39][C:40](O)=[O:41])=[CH:36][CH:35]=2)[S:28]1.C(P(=O)(OCC)OCC)#N.C(N(CC)CC)C>O1CCCC1>[O:26]=[C:27]1[NH:31][C:30](=[O:32])[CH:29]([CH2:33][C:34]2[CH:35]=[CH:36][C:37]([O:38][CH2:39][C:40]([NH:1][C:2]3[CH:7]=[CH:6][C:5]([O:8][C:9]4[CH:10]=[CH:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=4)=[CH:4][C:3]=3[N:17]([CH3:25])[C:18](=[O:24])[O:19][C:20]([CH3:22])([CH3:21])[CH3:23])=[O:41])=[CH:43][CH:44]=2)[S:28]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 76257Diethyl cyanophosphonateHCID 113234852-(4-((2,4-Dioxothiazolidin-5-YL)methyl)phenoxy)acetic acidHCID 18461380HCID 18461380, compound

Product 1

HCID 18461276HCID 18461276, compoundYield 93.5%

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-(4-methoxyphenoxy)phenyl]-N-methylcarbamate (2.0 g), 4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxyacetic acid (2.0 g), diethyl cyanophosphonate (1.3 g), triethylamine (0.81 g) and anhydrous tetrahydrofuran (50 ml) and the reaction mixture was purified to give the desired product (3.3 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-5b514d37b15849ccb5a181c23b52ea5c
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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